Court of Chancery of Delaware
Global Capital Partners LLC v. Green Sapphire Holdings, Inc.
C.A. No. 2024-0877-JTL0 citations·
Summary of the case Global Capital Partners LLC v. Green Sapphire Holdings, Inc.
A lender, Global Capital Partners LLC, loaned $10 million to Green Sapphire Holdings, Inc., secured by the borrower's equity in a subsidiary owning real estate. The borrower defaulted, leading to a settlement where the lender was to own the subsidiary's equity. However, the borrower did not recognize this transfer, prompting the lender to file suit. The court ruled in favor of the lender, affirming its ownership of the subsidiary shares and awarding €3 million in damages.
Key Issues of the case Global Capital Partners LLC v. Green Sapphire Holdings, Inc.
- Breach of contract
- Fraudulent transfer claims
Key Facts of the case Global Capital Partners LLC v. Green Sapphire Holdings, Inc.
- The borrower defaulted on a $10 million loan.
- The lender was awarded ownership of the subsidiary shares.
Decision of the case Global Capital Partners LLC v. Green Sapphire Holdings, Inc.
The court ruled in favor of the lender, affirming its ownership of the subsidiary shares and awarding damages.
Impact of the case Global Capital Partners LLC v. Green Sapphire Holdings, Inc.
The decision clarifies the lender's ownership rights and imposes damages for bad-faith litigation conduct.
Opinions
IN THE COURT OF CHANCERY OF THE STATE OF DELAWARE
GLOBAL CAPITAL PARTNERS LLC and )
ACCESS MANAGEMENT, S.A.S., INC., )
)
Plaintiffs, )
)
v. ) C.A. No. 2024-0877-JTL
)
GREEN SAPPHIRE HOLDINGS, INC. )
)
Defendant. )
)
)
ALPHA CARTA, LTD., )
)
Third-Party Plaintiff- )
Intervenor, )
)
v. )
)
GREEN SAPPHIRE HOLDINGS, INC., )
and GLOBAL CAPITAL PARTNERS, )
LLC, )
)
Defendants. )
POST-TRIAL OPINION
Date Submitted: December 12, 2025
Date Decided: March 13, 2026
Philip Trainer, Jr., Samuel M. Gross, ASHBY & GEDDES, P.A., Wilmington,
Delaware; Kenneth J. Pfaehler, Nicholas W. Petts, DENTONS US LLP, Washington,
District of Columbia; Attorneys for Global Capital Partners, LLC and Access
Management, S.A.S., Inc.
Sidney S. Liebesman, J. Peter Shindel, Jr., Seth A. Niederman, Joshua K. Tufts, FOX
ROTHSCHILD LLP, Wilmington, Delaware; Marc P. Trent, TRENT LAW FIRM,
P.C., Chicago, Illinois; Attorneys for Alpha Carta, Ltd.
Sean J. Bellew, BELLEW LLC, Wilmington, Delaware; Attorneys for Green Sapphire
Holdings, Inc.
LASTER, V.C.
A lender loaned $10 million to a borrower, secured by the borrower’s equity
interest in a subsidiary that owned real estate. The borrower defaulted, and the
lender demanded repayment. To settle the dispute, the borrower agreed that the
lender owned the subsidiary’s equity. But the borrower never recognized that the
lender had gained control of the subsidiary and, through it, the real estate. After the
borrower interfered with the lender’s ability to access the real estate, the lender and
the subsidiary filed suit seeking equitable relief to secure their rights.
The borrower and a third-party intervenor have done their best to turn that
simple story into a huge mess. Although nominally adverse parties, a single human
controls them both.
A.R. Thane Ritchie is a former hedge fund manager turned secretive
international investor who set up a multi-entity structure to manage his wealth.
Through the Petro Carta Trust (the “Family Trust”), Ritchie controls and manages
assets for his family’s benefit. Through the Family Trust, Ritchie controls defendant
Green Sapphire Holdings, Inc. (the “Borrower”). Through a subsidiary, the Borrower
owns real estate on the Caribbean island of St. Barthélemy (the “Properties”).
Through the Alpha Carta Trust (the “Personal Trust”), Ritchie controls and
manages assets for his own benefit. Through the Personal Trust, Ritchie controls
third-party intervenor Alpha Carta, Ltd. (“Alpha”). Ritchie caused Alpha to fund the
Borrower through a loan agreement containing facially non-market terms that
qualify the investment as equity rather than debt.
Confronting a liquidity crisis that threatened his business empire, Ritchie
turned to Robert Brownell, his longtime confidant and dealmaker. Ritchie asked
Brownell to secure a bridge loan using the Properties as collateral.
Brownell developed terms for a short-term loan that he could present to
accredited investors as part of a mini-syndication (the “Loan”). He created plaintiff
Global Capital Partners LLC (the “Lender”) as a special purpose vehicle to conduct
the syndication and make the loan. The plan was for the Lender to raise capital from
Brownell’s network of investors, then use the capital to make the Loan to the
Borrower. The principal security for the Loan would be the Properties. But the
Borrower owned the Properties through a wholly owned subsidiary (the
“Subsidiary”), and because enforcing mortgages on St. Barts is difficult, the Borrower
also granted the Lender a security interest in the shares of the Subsidiary that it
owned (the “Subsidiary Shares”). Having Brownell control the Lender benefited
Ritchie, because it meant Ritchie’s longtime confidant and trusted advisor would
stand between Ritchie and the real lenders when it came time to enforce the Loan
and potentially foreclose on the collateral.
Brownell’s effort to raise money from his own network fizzled, so he turned to
Tailwind Ltd., a fledgling private credit firm. Tailwind successfully shopped the loan
to its stable of investors, but those investors did not want to fund an entity Brownell
controlled. Rather than restructure the transaction, Brownell transferred control
over the Lender to Tailwind. Its investors provided the funding, and the Lender made
the Loan. Ritchie used the proceeds to pay off his most pressing debts.
2
Ritchie’s team planned to repay the Loan using the proceeds from a separate
sale of real estate, but Ritchie repurposed the proceeds at the last minute. The
Borrower could not pay the Loan and defaulted.
To settle the debt, the Borrower agreed that the Lender owned the Subsidiary
Shares and the Properties. The Lender also received a fee in the form of shares of
stock in a different company.
Around the same time, Ritchie and Brownell had a falling out. Suspecting that
Brownell had been double-crossing him for years, Ritchie commissioned an internal
investigation into every deal Brownell touched, including the Loan. Ritchie’s
associates examined each transaction with jaundiced eyes. Working off a limited
documentary record, they developed a narrative in which Brownell used the Loan to
defraud Ritchie. They disputed the settlement and prevented the Lender from
accessing the Properties.
The Lender filed this lawsuit to enforce the settlement. Believing it had
obtained the Subsidiary Shares, the Lender caused the Subsidiary to sue as well.
Ritchie caused Alpha to intervene and assert fraudulent transfer claims against the
Borrower, which Ritchie himself controlled, and the Lender.
This post-trial opinion rules in favor of the Lender and the Subsidiary on their
core breach of contract claim. The Lender owns the Subsidiary Shares, and the
Subsidiary owns the Properties. The Borrower must stop interfering with the
Lender’s ownership and take all actions reasonably necessary to ensure that the
Lender can control the Subsidiary Shares and the Properties.
3
This post-trial opinion rules against Alpha on all of its fraudulent transfer
claims. Only a creditor can assert fraudulent transfer claims, and Alpha is not a bona
fide creditor of the Borrower. Alpha is an equity investor that has tried to dress up
its equity investments as loans. Alpha’s claims are collusive, because Ritchie controls
both Alpha and the Borrower. The claims would fail on the merits, but the court need
not reach them.
The court awards the Lender damages of €3 million. The Lender is entitled to
recover its expenses (including attorneys’ fees) because of the Borrower’s and Alpha’s
bad-faith litigation conduct. Alpha’s loans to the Borrower are equitably subordinated
to the Lender’s recovery.
I. FACTUAL BACKGROUND
The facts are drawn from the post-trial record. Trial took place over three days.
The parties introduced 449 exhibits and lodged depositions from eleven witnesses.
Seven witnesses testified live. The parties agreed on just twenty-three stipulations of
fact.1 Having assessed the credibility of the witnesses and weighed the evidence as a
whole, the court makes the following factual findings. The facts supporting the decree
of specific performance rest on clear and convincing evidence. The facts as a whole
rest on a preponderance of the evidence.
1 Citations in the form “[Name] Tr.” refer to witness testimony from the trial
transcript. Citations in the form “[Name] Dep.” refer to witness testimony from a
deposition transcript. Citations in the form “JX __ at __” refer to trial exhibits.
Citations in the form “PTO ¶ __” refer to the Pre-Trial Stipulation and Order.
4
A. A Preliminary Note On The Record And Credibility
The parties presented wildly divergent versions of events. Several factors make
it difficult to discern what actually happened.
First, Ritchie is a key player in the dispute, yet he communicated almost
exclusively through phone calls and ephemeral messages that left no discoverable
written record. He also took pains to avoid appearing on documents. His affiliates’
document preservation was at best inadequate and arguably sanctionable.2 Those
business practices reduced the quantum of contemporaneous records on which the
court could rely.
Second, all parties are repeat players in international financial transactions
where tax avoidance and regulatory anonymity are highly prized. They prioritized
creating the appearances necessary to achieve those goals over accurately
documenting what occurred. Those efforts undermined the reliability of the written
records that do exist.
Third, one of Ritchie’s entities refused to waive privilege over his former
counsel’s contemporaneous notes, even though two other Ritchie-controlled entities—
Alpha and the Borrower—waived privilege.3 Ritchie thus kept the notes out of the
2 See Azzopardi Tr. 643 (Q: “[W]ere any steps taken by any of the entities for
which you were a director to preserve evidence in the days after February 10 . . . ?”
A: “We were meeting and trying to recall what happened, but, yeah, nothing
specific.”).
3 See Cicoski Tr. 238–39. The court does not infer anything from the failure to
waive privilege. See D.R.E. 512.
5
record with one hand, while creating the impression with the other that he wanted
them available. Ritchie also declined to appear at trial, despite causing Alpha to
intervene in his action. Those decisions left gaps in the factual record.
The court has therefore been forced to rely heavily on trial testimony. The
witnesses who sought to support Ritchie’s litigation narrative either lacked
credibility or had limited personal knowledge. Garrett Vail’s testimony fell short on
both counts. He spun wide-ranging conspiracy theories, split hairs relentlessly, and
refused to give straight answers. He also lacked contemporaneous personal
knowledge and testified based on a suspicion-fueled, after-the-fact investigation he
conducted into Brownell’s dealings.
Paul Wolfe and Mark Azzopardi’s testimony fell short for lack of personal
knowledge. Wolfe knew some things, but he lacked information on key points.
Azzopardi relied almost exclusively on a self-serving narrative that Ritchie gave him
after his falling out with Brownell.
By contrast, two witnesses performed well. Dustin Springett, the founder of
Tailwind and the Lender’s representative, testified credibly and from personal
knowledge about the actions he took on behalf of his firm and the Lender. Ryan
Cicoski, a Delaware lawyer and the former general counsel of Ritchie’s organization,
testified credibly and from personal knowledge about the Loan, its origins, his
interactions with Ritchie, and the case as a whole.
6
B. The Family Office
Ritchie is a wealthy former hedge fund principal turned private investor who
now largely operates overseas.4 Ritchie manages his personal investments through a
network of interconnected trusts, holding companies, and other entities that make up
his “Family Office.”5 Two of the top-tier entities in the Family Office are the Personal
Trust and the Family Trust.
The trustee of the Personal Trust is Prairie Private Trust Company Ltd. (the
“Personal Trustee”).6 In addition to holding ownership in various other entities, the
Personal Trust is the sole owner of third-party intervenor Alpha.7 Alpha holds a
portfolio of primarily non-United States-based assets.8
4 At one time, Ritchie’s former hedge fund, the Chicago-based Ritchie Capital
Management, had several billion dollars in assets under management. See Yuskus
Tr. 646. Despite the court’s urging, Ritchie refused to come to the United States for
deposition or trial. See Dkt. 217; Dkt. 254 at 7–11. During his remote deposition,
conducted via Zoom, Ritchie testified that he was a Cayman Islands resident and was
“overseas,” but his counsel instructed him not to provide any other information about
his whereabouts. Ritchie Dep. 31–32.
5 Ritchie and his associates use this term. See JX 292 ¶ 340 (referring to the
entities owned or controlled by the Personal Trust, Alpha, the Family Trust, the
Family Trustee, and their affiliates collectively as the “Family Office Trust
Structure”); Azzopardi Tr. 572 (Alpha witness referring to the “Ritchie Family
Office”).
6 Azzopardi Tr. 573; JX 196.
7 PTO ¶ 44.
8 See Cicoski Tr. 225.
7
The trustee of the Family Trust is NorthSea, LLC (the “Family Trustee”).9 The
Family Trust is the sole owner of the Borrower, which holds a portfolio of primarily
United States-based real estate investments.10 Through a wholly owned subsidiary,
Access Management, S.A.S. (the “Island Subsidiary”), the Borrower owned the
Properties, comprising a villa, associated land, and a separate undeveloped parcel.11
The Properties stand as an unexplained exception to the Family Trust’s policy of
holding United States-based properties.
The Family Office has centralized its accounting, administrative, legal, and
other professional services functions within 60 Degrees Group SEZC, Ltd. (the “Back
Office”).12 As a result, many Family Office entities have no employees. 13 The Back
Office serves as the central nervous system for Ritchie’s sprawling empire.
The following diagram depicts relevant aspects of the Family Office:
9 PTO ¶ 49.
10 See Cicoski Tr. 221. The Borrower was incorporated on December 13, 2006,
under the name Organic Fuels Holdings, Inc. See PTO ¶ 43; JX 4; JX 8.
11 PTO ¶ 34; JX 248 at 10.
12 Cicoski Tr. 220. A third top-tier entity—the Prairie II Trust—controls the
Back Office. That trust also controls another entity stack that is not relevant to this
dispute. JX 196.
13 Cicoski Tr. 220.
8
C. Ritchie’s Control
Ritchie exercises control over every entity in the Family Office.14 Alpha and
the Borrower dispute Ritchie’s control, but the record establishes convincingly that
the Family Office entities form a unified organization that Ritchie runs.15 Key
personnel at the Family Office, including Cicoski and then-CFO Stacey McHugh,
14 Cicoski Tr. 295; see Huizenga Managers Fund, LLC v. Ritchie, Case No. 07-
CH-9626, at 37 (Ill. Cir. Ct. Cook Cty. Jan. 27, 2015).
15 Cicoski Tr. 226–27, 294–95; see Azzopardi Tr. 584, 586, 608 (testifying to
uneasiness agreeing to anything as a director of Ritchie’s entities without confirming
Ritchie knew about it).
9
reported directly to Ritchie. Both regularly secured his “big thumbs-up”— sometimes
just the literal emoji—before acting.16
Despite exercising actual control, Ritchie goes to great lengths to conceal his
involvement. He operates “from the shadows” and maintains a tight grip on
information.17 Some trusted lieutenants work closely with him. Others remain at
arm’s length and depend on intermediaries for instructions.
Rather than holding organizational roles himself, Ritchie relies on a handful
of longtime associates to serve in key positions. Wolfe, Vail, and Azzopardi are three
of those associates. For a time, so were Cicoski and Brownell.
Wolfe is a trusted lieutenant who interacts directly with Ritchie. He has
worked for Ritchie since 2001, having previously worked for Ritchie’s father.18 From
January 2022 to November 2023, he served as a director of the Borrower.19 After a
brief absence, he rejoined the Borrower’s board in February 2024, when he also
16 Cicoski Tr. 296; id. at 226–27 (Q: “Were there any significant business
decisions at Alpha Carta made without Thane Ritchie’s approval?” A: “I can’t think
of any.” Q: “How about for Green Sapphire?” A: “No. He would have been consulted,
informed, advised, and more often an integral part of the process.”). For example,
McHugh communicated regularly with Ritchie to obtain approvals for payments from
various entities in the Ritchie Family Office. See JX 59 (screenshot of messages
between McHugh and “A” (i.e., Ritchie) seeking approval for payments); Wolfe Tr. 705
(testifying that seeking payment approvals in this format was “not unique”); JX 199
(text between McHugh, Wolfe, and Ritchie regarding payment approvals).
17 Cicoski Tr. 229.
18 Wolfe Tr. 676–78.
19 See JX 20; Wolfe Tr. 680.
10
became a director of the Family Trustee.20 At the time of trial, he simultaneously
served as a director of the Borrower, a director of the Back Office, and a director of
the Personal Trustee, which controls the Personal Trust and Alpha.21 Wolfe thus
embodied and could act contemporaneously on behalf of the entities on both sides of
the purported dispute between the Borrower and Alpha.
Vail is another trusted lieutenant who interacts directly with Ritchie. A former
lawyer, Vail has worked for Ritchie’s entities since 2009, having previously
represented Ritchie’s entities in recovering money allegedly lost in a Ponzi scheme.22
From around February 2024 through at least March 2025, Vail served as a director
of Alpha. He was an Alpha director when Alpha intervened in this litigation, and he
verified Alpha’s third-party complaint.23 Yet since February 2024, Vail has also been
a director of the Borrower,24 and at trial, he appeared as the Borrower’s client
representative.25 Like Wolfe, he embodied and could act contemporaneously on behalf
20 Wolfe Tr. 680, 702; Azzopardi Tr. 576.
21 See Wolfe Tr. 698; Cicoski Tr. 279; JX 196. Plus Wolfe was an authorized
signatory on Alpha’s bank account. Wolfe Tr. 703.
22 See Vail Tr. 721–24, 755.
23 Dkt. 67; Vail Tr. 749–50.
24 Vail Tr. 724, 726; JX 130 at 7.
25 See Vail Tr. 751. Yet despite Vail’s involvement with both the Borrower and
Alpha, those entities claim they are not under common control. Vail even claimed at
trial that the Borrower “has nothing to do with Mr. Ritchie.” Id. at 756.
11
of the entities on both sides of the purported dispute between the Borrower and
Alpha.
Azzopardi, by contrast, does not often interact directly with Ritchie and
historically received information on a need-to-know basis. He has served as a director
of various Family Office entities, including Alpha, for over ten years.26 He has also
periodically served as a consultant for the Family Office, receiving between €5,000
and €7,000 per month.27 From approximately 2021 until 2025, he served as a director
of the Family Trustee.28 He remains a director of Alpha and the Personal Trustee.29
A resident of Malta, he performs his duties at a distance, rarely travels across the
Atlantic, and knows little about what the Family Office entities were actually doing.30
Cicoski interacted directly with Ritchie, but not to the same degree as Wolfe.
In 2019, Ritchie hired Cicoski, previously a senior associate at a prominent Delaware
26 Azzopardi Tr. 572–74, 620–21.
27 Id. at 572–78.
28 Id. at 573–74.
29Id. at 572–73; see JX 282 at 8 (“Thane [Ritchie] wants to use Mark
[Azzopardi] as his surrogate on all global projects.”).
30 Azzopardi Tr. 582 (“I was frustrated at the time that I wasn’t having enough
contact,” “sitting in Malta and taking on these roles,” and “not having the ability to
be on the ground and understand what everyone is doing all the time.”); id. at 583–
84 (“Malta is far away. With the technology it’s easier today, obviously, but there’s a
time difference. I didn’t travel that often across the Atlantic to be here. . . . I didn’t
have much contact with [Ritchie] during 2023 . . . . Thane was difficult to contact.”).
12
law firm, as his general counsel.31 Although the Back Office formally employed
Cicoski, he provided legal services to the Family Office generally, including the
Borrower, Alpha, and many other entities.32 In August 2021, Cicoski became a
director of the Borrower.33 He also became a director of the Family Trustee and the
Back Office.34 He held those positions until he resigned in February 2024.35
Ritchie’s “closest confidant” was Brownell, a long-time consultant and
investment partner.36 As Ritchie well knew, Brownell had served ten years in prison
for conspiracy to commit mail and wire fraud.37 After his discharge, Brownell and
Ritchie worked closely together, with Brownell serving as Ritchie’s go-to real estate
advisor, dealmaker, and financial partner.38 The pair were “inseparable” and often
traveled and invested together.39 Brownell regularly acted as a front man for Ritchie
31 See Cicoski Tr. 219–20. Cicoski relocated to the Cayman Islands to perform
his duties. Id. at 453.
32 See id. at 221.
33 JX 17.
34 Cicoski Tr. 278–79.
35 JX 101.
36 Cicoski Tr. 243.
37 See id. at 258, 389–92; Brownell Dep. 6. Brownell testified that his cellmate
introduced him to Ritchie. See id. at 23.
38 See Cicoski Tr. 243–44.
39 Id. at 243 (“Robert visited with Mr. Ritchie—three times a month would not
be unusual to have him flying out and them having hours of meetings. When they
13
by putting down deposits or making purchases, then obtaining reimbursement from
the Family Office.40 During their collaboration, Ritchie insisted that Brownell use an
alias—Robert Bigelow—to invite fewer questions about his past.41 But Ritchie and
his associates all knew about Brownell’s history.42
In addition to operating through surrogates, Ritchie strives to avoid creating
any persistent record of his interactions.43 He regularly communicated by phone or
through ephemeral messaging applications like Telegram, Confide, and Signal.44 He
also insisted that his associates not keep written records. As Cicoski testified, “[I]f
went to look at properties, they’d go together. They’d go to different countries to look
at properties, different states.”); Brownell Dep. 26 (“I . . . was on [Ritchie’s] private
jet constantly going back and forth to Cabo where I would rent villas for him . . . .”).
40 Cicoski Tr. 324; Brownell Dep. 26.
41 See Cicoski Tr. 391; Springett Tr. 22.
42 See Cicoski Tr. 257, 391. The exception was Azzopardi, who discovered the
truth much later and felt that others had kept him in the dark. Azzopardi Tr. 595–
96.
43 Cicoski Tr. 231 (testifying that Ritchie “did not like to put his name on legal
documents, emails, anything . . . that could possibly come up in litigation down the
road”); id. (explaining that Ritchie wanted “the ability to deny any action that his
directors took in the future”); Brownell Dep. 23 (testifying that Ritchie “was adamant
that he wanted his name on nothing, everything was to remain verbal”); id. at 18
(Ritchie “told me he wanted no record.”).
44 See Cicoski Tr. 228–29, 360, 433; Azzopardi Tr. 620. On the Confide platform,
messages would self-destruct within thirty seconds. Cicoski Tr. 229. On other
platforms, Ritchie set messages to automatically delete in twenty-four hours or less.
Id. at 230. Ironically, the rapid auto-deletion forced Cicoski and other Ritchie
associates to carry notepads and pens to keep track of Ritchie’s multiple messages,
despite Ritchie’s instructions to the contrary. Id. at 229–30.
14
Mr. Ritchie had known I was taking notes or documenting those conversations, it
would have been a bad afternoon for me.”45 Other employees and associates in the
Family Office used email to communicate, but with the applications set to delete
messages automatically after forty-five days.46 When Cicoski recommended more
practical document retention schedules, Ritchie refused.47
D. The Liquidity Crisis
During the years leading up to this dispute, Ritchie often acquired illiquid
assets that did not generate recurring revenue.48 Ritchie regularly used leverage in
his investment strategies, but without steady cash flow, Ritchie had to obtain loans
from private capital providers who demanded high interest rates and tight
covenants.49
In late 2022, as a result of those practices, the Family Office faced a “significant
liquidity crunch.”50 Ritchie had failed to support a SPAC that he sponsored, fallen
45 Cicoski Tr. 433.
46 See JX 285; Azzopardi Tr. 643.
47 Cicoski Tr. 393 (explaining that Ritchie “flat out refused” his records
retention proposals); Azzopardi Tr. 591–92 (testifying about his “concerns about the
corporate governance” in the Family Office because “there wasn’t enough
communication” and his attempts to “put in regular investment committees” were
rejected).
48 See JX 250; JX 251; Springett Tr. 30; Cicoski Tr. 251–52.
49 Cicoski Tr. 251–52, 283.
50 Id. at 232.
15
significantly behind in paying law firms handling key cases, missed payments for his
private jet, and failed to pay employees and contractors.51 As the Family Office’s
financial position deteriorated, its entities risked covenant defaults and other adverse
loan events.52
The Borrower in particular faced the imminent maturity of millions of dollars
in debt, including (1) approximately $4 million owed to Dominion Bank and secured
by the receivables from a commercial real estate portfolio53 and (2) approximately $3
51 Id. The law firm bills were a serious problem. Id. at 232, 235; see JX 199 at 1
(Wolfe on November 11, 2022: “I know there is pressure from law firms to pay before
year end.”); id. at 2 (McHugh: “There are +150 legal invoices with some dating back
to April 2021. I don’t think firms care which invoice is paid at this point.”). A seven-
figure obligation to Winston & Strawn loomed large, because Winston was
representing the Family Office in “incredibly contentious litigation” and had
threatened it would withdraw for non-payment, which would have jeopardized
Cicoski’s ability to negotiate a global settlement. Cicoski Tr. 236.
The failure to pay employees was another major issue, and Brownell helped
out by advancing money to Cicoski and other Family Office employees. Id. at 317,
321–22, 374–75; Brownell Dep. 12. At one point, Brownell helped Cicoski scout out
residential properties in Pennsylvania. Cicoski Tr. 326–28. In this litigation, Alpha
portrays Brownell’s assistance as a successful effort to turn Cicoski against Ritchie,
but the record—including Cicoski’s credible testimony—proves otherwise. The
assistance was part of Brownell efforts to help Ritchie, not a plot against him. See id.
at 317, 321–22, 374–75.
52 Id. at 232, 237–38.
53 See id. at 232–33. At one point, Ritchie considered paying the Dominion loan
by tapping a $4 million reserve earmarked for the Internal Revenue Service. See JX
28; McHugh Dep. 39–40. Ultimately, Ritchie decided against using the tax reserve.
See JX 199. Alpha and the Borrower claim that the ability to use the tax reserve
undercuts the claimed liquidity crisis. To the contrary, it shows that the crisis was
sufficiently real that Ritchie was considering redeploying money earmarked for the
United States Treasury. In addition, the tax reserve would not have addressed
Ritchie’s other impending obligations.
16
million owed to a hard money lender and secured by several different properties.54 If
the Borrower defaulted, it would lose the underlying collateral.55 And the Borrower
was not a cash-generating entity. Since 2017, it had operated at a loss,56 with Ritchie
funding its expenses through advances from Alpha.57
E. The Effort To Secure Bridge Financing
Cicoski and Wolfe, the Borrower’s two directors, both knew about the Family
Office’s liquidity crisis. So did Ritchie and Azzopardi.58 It was a daily topic of
conversation within Ritchie’s organization.59 Ritchie and Wolfe planned to address
the crisis by generating $11 million from selling Cayman Islands real estate known
as the Calma Property, but that sale kept getting delayed.60
54 Cicoski Tr. 234.
55 Id. at 233–35.
56 See JX 275 at 3; Yuskus Tr. 654. The Borrower booked positive net income
in 2021, but that resulted from a write-up of investment value, not from cash income.
Johnston Tr. 480.
57Yuskus Tr. 654–55; Johnston Tr. 478, 481. Sometimes Alpha paid the
Borrower’s creditors directly. See Yuskus Tr. 655; Johnston Tr. 481.
58 See Cicoski Tr. 236–37; Azzopardi Tr. 621–22.
59 Cicoski Tr. 238.
60 See id. at 237; Wolfe Tr. 684, 699–700.
17
Ritchie therefore turned to Brownell, who had secured financing for Ritchie in
the past.61 Although Brownell ran point, Ritchie stayed heavily involved and spoke
with Brownell frequently, often multiple times per day.62
With Ritchie’s approval, Brownell worked with the Ritchie’s longtime deal
counsel, Charles Mack.63 They envisioned using a special purpose vehicle to raise
capital from investors in Brownell’s network, then having the special purpose vehicle
61 Sometimes, Brownell provided the loans himself. As late as summer 2022,
Brownell had loaned several million dollars to the Family Office without
documentation and with terms to be worked out in the future. See Cicoski Tr. 246;
McHugh Dep. 42. On other occasions, he arranged financing from third parties. One
loan—for approximately $1.5 million from Dallas Salazar—was coming due. See
Cicoski Tr. 281; Mack Dep. 76.
62 See Cicoski Tr. 249 (“He and Mr. Brownell would have worked through the
economic terms on this particular loan, yes. And almost every other loan or
transaction that I can think of, in my experience, they would have worked on the
terms, the economic terms together.”); id. at 243 (“In my measure, they spoke eight
or nine times a day.”); id. at 244 (“It was very well known that they had this type of
relationship.”); Brownell Dep. 26–27 (“I would speak with Thane Ritchie 365 days a
year, Christmas, July 4th. It didn’t matter. 6:00 in the morning until 11:00 at night.
. . . So yeah, we spoke all the time, every day, seven days a week.”); Wolfe Tr. 711
(Q: “And during Mr. Brownell’s time with the Ritchie Family Office, he and Mr.
Ritchie communicated regularly, didn’t they? A: “I believe so.”).
63 Mack had represented Ritchie’s entities on dozens of transactions, ranging
from real estate deals and joint ventures to personal matters for Ritchie and his
family. Mack Dep. 18. Mack had represented the Borrower on multiple occasions. See
Cicoski Tr. 242; Mack Dep. 12–13. Tasking Brownell to handle a deal with counsel
was not unusual. When raising capital secured by his overseas assets, Ritchie
typically would consult with Wolfe, then speak with Brownell, then have Brownell
and counsel carry out the plan. Cicoski Tr. 242 (“Thane [Ritchie] would speak to Paul
[Wolfe] and speak to Robert [Brownell]. Robert would go out and try to execute on
that plan, and he would be advised either by Mr. Mack or by one of our several other
outside law firms . . . .”); accord id. at 244 (“Typically the way that it would work is
that Thane would give the direction and Robert and Charlie would go out and try to
execute.”).
18
make the loan to the Borrower.64 In September 2022, they formed the Lender for that
purpose.65
Everyone understood that investors would only fund a loan to a distressed
entity like the Borrower on an expedited basis if they received sufficient security and
the loan carried an attractive interest rate.66 Ritchie, Wolfe, and Brownell decided to
use the Properties as collateral,67 but the Properties were located in St. Barts, a
jurisdiction governed by French law. Given the complexities of granting mortgages
on the Properties themselves, they also planned to include the Subsidiary Shares as
collateral. At the time, that meant the shares of the Island Subsidiary, which owned
the Properties.68
64 Cicoski Tr. 241 (“It would have been common knowledge. . . . I know that I
had conversations at the time with all three of them [i.e., Ritchie, Wolfe, and
Brownell], and everybody knew that the BNW, which is Robert’s family office, the
family office was going to be providing some sort of capital for us.”).
65 See PTO ¶ 41; JX 433. They originally formed the entity as a Delaware
limited liability company with Brownell as the sole member. JX 26.
66 See McHugh Dep. 40–41.
67 See Cicoski Tr. 241.
68 See JX 211 at 96. Internally, Family Office personnel referred to the deal as
the “St. Barts loan.” McHugh Dep. 40.
19
F. Cicoski Gets Involved.
In December 2022, Brownell retained a French lawyer to structure the loan in
compliance with French law.69 They sought to ensure that the Lender could foreclose
on the Properties in the event of default.70 The French lawyer advised that an
authorized representative—like Cicoski—would need to sign documents for the
Borrower.71
69 Brownell used his alias when interacting with the lawyer and signed the
engagement letter on the Borrower’s behalf as “Robert Bigelow.” JX 31.
70 JX 32 at 13–17; see JX 211 at 96 (discussing “Right to foreclose” with Salazar,
who was considering funding a portion of the loan at the time but later backed out);
Springett Tr. 31 (“To get investors to pull money from their other positions for a four-
month—for a 120-day loan, a good rate of return—risk-adjusted rate of return had to
be offered.”). In this litigation, Alpha and the Borrower claim that Brownell was
acting on his own to accomplish a “loan-to-own” scheme so he could get the Properties
for himself. They point out that Brownell controlled the Lender, was trying to ensure
that the Lender could secure the Properties in the event of default, and wanted an
attractive rate of return. Those facts are true, but not the spin. Brownell was trying
to structure a deal that investors would fund, and no one would fund the Loan unless
it provided an attractive rate of return and the Lender had the ability to obtain the
Properties in the event of default. Brownell controlled the Lender at that point
because he was acting as a loan syndicator and arranger to set up the transaction. If
he had remained in control of the Lender, that would have benefited Ritchie, because
it would mean that Ritchie’s longtime friend and confidant would be in a gatekeeping
position at the Lender for purposes of enforcement (somewhat analogous to a bond
trustee). As events transpired, Tailwind’s investors correctly perceived Brownell’s
involvement with the Lender as a risk for them—not Ritchie—and insisted on
Springett controlling the Lender. The idea that Brownell was double-crossing Ritchie
when setting up the Loan is a conspiracy theory that Ritchie and his team invented
after Ritchie and Brownell had their falling out.
71 JX 32 at 1.
20
Cicoski knew that Brownell and Mack were working on a loan, but his main
job was managing litigation, so he had not been closely involved.72
In early January 2023, Ritchie and Wolfe gave Cicoski clear instructions:
“Robert Brownell’s family office is going to loan the money or arrange a loan. We are
not concerned with the terms of the loan. Just get it done.”73 Cicoski complied.74
Brownell pitched the loan to his investor network, but he could not assemble
the necessary financing.75 Several factors made the transaction tough to execute. One
was the short time frame. Another was Ritchie’s reputation for litigiousness, which
72 Cicoski Tr. 219–20, 241, 251. Ritchie typically relied on outside legal counsel
for transactional matters. Id. at 241–42.
73 Id. at 237; see JX 68 (Cicoski to McHugh on January 2, 2023: “In brief, the
situation is this. Thane understands the need for short-term funding, wants me to
put together whatever is necessary to accomplish that in the next 24-36 hours, and
will work on the details with Robert this weekend.”). Based on Cicoski’s testimony, it
appears the instructions came either through encrypted messages or “conversations”
or both. See Cicoski Tr. 237–38.
74 Mack took contemporaneous handwritten notes of a meeting with Brownell
and others involved in the fundraising effort on January 3, 2023. JX 211 at 80. The
group discussed the loan structure, the plan that the Lender would get the Properties
in the event of default, and the fact that Cicoski was joining the team. Id. (“loan would
be paid by [the Brownell family office] and [it would] own the real estate”). Cicoski
was not personally present at the meeting, but someone reported that Cicoski was
“willing to cooperate.” Id. Alpha and the Borrower claim that means Cicoski would be
complicit in Brownell’s supposed “loan-to-own” scheme. The credible evidence shows
that Cicoski was willing to cooperate as general counsel to the Family Office by taking
on a lot of work to complete the Loan on a compressed timetable, even though it would
distract him from his principal duties. See Cicoski Tr. 247–48 (describing assistance
with negotiating non-economic deal terms).
75 Some investors passed outright. Two investors, including Salazar, initially
expressed interest, but they backed out. See JX 458 at 2.
21
made some investors nervous. A third was the location of the Properties in a foreign
jurisdiction, which raised questions about the security.76
G. Tailwind Gets Involved.
Brownell turned next to Nathan Smith, a former Family Office CFO with
connections in the Caribbean private loan industry.77 Smith contacted a friend at
Tailwind, then a fledgling private lender based in the Cayman Islands that
specializes in private credit. Smith’s contact put him in touch with Springett,
Tailwind’s founder. Other than knowing who Smith was, Springett had no prior
connections to Smith, Brownell, or Ritchie.78
Smith asked Springett to fund the transaction that Brownell and Mack had
designed. Springett understood that the Borrower needed $10 million on short notice
to pay off near-term debts. The Borrower would repay the loan plus 10% interest in
a lump sum in 120 days. The security would be the Properties and the Subsidiary
Shares.79
76 See Cicoski Tr. 245.
77 See Smith Dep. 9; Springett Tr. 34–35.
78 Springett Tr. 19, 23. Springett initially knew Brownell as Bigelow. Over the
course of the transaction, Springett learned Brownell’s real name. See Springett Tr.
23.
79 Id. at 18–19, 24–25; JX 458.
22
Springett conducted some due diligence primarily focused on the security.80 As
part of that effort, the Borrower provided an appraisal that valued the Properties well
above the loan amount, and although Tailwind’s internal appraisal suggested a lower
value, Springett thought the purchase price for the Properties showed the security
would be sufficient.81 The Borrower also provided several years of financial
statements reflecting substantial assets, although most were illiquid.82 Tailwind also
reviewed financial statements from Brownell’s family office, which would guarantee
the loan, and confirmed that “they also had plenty of assets.”83
Tailwind’s outside counsel assisted with due diligence and reviewed the Ritchie
entities’ corporate documents.84 Tailwind also conducted “Know Your Customer”
checks on the entity stack that owned the Properties—including the Island
Subsidiary, the Borrower, and the Family Trustee.85
80 Springett Tr. 28.
81 Id. at 25–26; see JX 459 at 6.
82 Springett Tr. 29–30; JX 250; JX 251.
83 Springett Tr. 28–29. Brownell’s family office also received an option to
purchase the Loan if the Borrower defaulted. Id. at 66, 123; JX 459 at 5. That was
not a big deal. It was the functional equivalent of the right to subrogation against a
borrower that arises whenever a guarantor repays a loan, but it would enable the
guarantor to enforce the Loan directly rather than indirectly.
84 Springett Tr. 29.
85 Id. Tailwind did not check the ultimate beneficiaries of the Family Trust
because it received “confirmation that no beneficiary had more than 20 percent
ownership in the trust.” Id. at 28; see JX 364. The Family Trust has only four
beneficiaries—Ritchie’s wife and three children—so that is mathematically
23
Springett viewed the terms as appropriate given the need to raise the money
on short notice and the risk associated with collateral in a foreign jurisdiction.86 He
testified credibly that stepping in to fund a pre-packaged loan was not uncommon in
his business, and that Tailwind often does deals on short notice if the terms are
satisfactory.87
Tailwind does not have committed capital that it can deploy itself. Instead, like
Brownell, Tailwind has a pool of investors that it contacts on a deal-by-deal basis.88
Springett presented the opportunity to his network, and Smith looked for other
possible investors.89
impossible. Alpha and the Borrower argue that Cicoski made a false representation
to Tailwind to avoid having to inform Ritchie’s wife and children about the Loan, but
the record does not support that theory. Cicoski testified credibly that he made the
representation based on the advice of the Family Trust’s counsel and because Ritchie
“did not want to disclose who the ultimate beneficial owners were.” Cicoski Tr. 341–
50. If the blame falls anywhere, it lies with the Family Trust’s trust counsel and
Ritchie.
86 See Springett Tr. 41–42 (“So this was a short-term deal with assets in a
foreign jurisdiction, in a different language, and the rate had already kind of been
established. . . . This rate is not that unusual.”).
87 Springett Tr. 40–41. Alpha and the Borrower argue that Springett should
have done more due diligence and uncovered Brownell’s criminal conviction. They
suggest Springett went light on due diligence because the deal was too good to be
true. In reality, Springett was presented with a tight timeline and had to make a
business decision about how much due diligence to conduct. He made a reasonable
decision. But even if he did not, that failure might give rise to potential claims by
Tailwind’s investors. It would not give the Borrower grounds to escape the Loan.
88 Id. at 15–17.
89 See JX 456 at 6–7; Springett Tr. 143–44.
24
H. The Loan Authorization
Meanwhile, the lawyers turned drafts of the loan documents and consulted
with experts on French law.90 As part of the loan documentation, Tailwind asked its
outside counsel to opine on the enforceability of the loan documents.91 To give the
opinion, outside counsel needed a resolution from the Borrower authorizing the
transaction.92 On January 29, 2023, Cicoski and Azzopardi executed a written
consent from the Family Trustee, which controlled the Family Trust, the Borrower’s
sole stockholder, acting in their capacity as the only directors of the Family Trustee
(the “Initial Consent”). They also authorized a guarantee from the Family Trust.93
Ritchie and Wolfe knew about the Loan and the consent.94
After hearing from his investors, Springett told Brownell that they needed to
modify the loan documents. The original plan envisioned a two-step transaction in
which Tailwind’s special purpose vehicle would loan money to the Lender, which
would extend the Loan to the Borrower. Springett’s investors did not want a
90 Id. at 34; Cicoski Tr. 248–49; JX 40.
91 Springett Tr. 148–49; JX 248 at 8, 12.
92 Springett Tr. 176.
93 See JX 33; JX 34; Azzopardi Tr. 621–22; Cicoski Tr. 262.
94 Cicoski Tr. 264–65. At trial, Wolfe disclaimed contemporaneous knowledge
of the Loan and claimed he would not have approved it. See Wolfe Tr. 681 (“Had it
been shared with anybody else other than Brownell, who had suckered [Cicoski] into
the situation, it would have been immediately called out that this is a horrendous
deal and improper.”); accord id. 682–86. Wolfe’s testimony on these points was not
credible; Cicoski’s was. See Cicoski Tr. 264–65.
25
middleman; they wanted to loan directly to the Borrower.95 Brownell understood their
position, and the parties could have redrafted the loan documents to provide for a
loan from Tailwind’s entity to the Borrower. But time was short, and the lawyers had
documented the Loan from the Lender to the Borrower.96 As a timesaver, Brownell
assigned all member interests in the Lender to Tailwind’s vehicle, and Springett
became the Lender’s manager.97 After the assignment, Brownell had no ownership
interest in or control over the Lender.98
I. The Loan Closes.
On February 2, 2023, the Borrower and the Lender executed a Loan and
Security Agreement (the “Loan Agreement”).99 Cicoski signed the Loan Agreement
for the Borrower as its director.100 The Loan Agreement tracked the terms Brownell
95 Springett Tr. 36.
96 Id. at 32–33. Redoing the paperwork would have required several days,
including because some documents needed translating to or from French. Id.
97 JX 35. Brownell received no consideration for the assignment. Alpha and the
Borrower see the lack of compensation as suspicious, but it reinforces the reality that
Brownell was acting on behalf of Ritchie to facilitate an expedited loan. He
transferred the entity freely because he was trying to help his friend get a deal done.
98 Springett Tr. 38–39.
99 JX 248. Even before signing, because of the Borrower’s urgent need for funds,
one of Smith’s investors transferred $900,000 to Mack’s IOLTA account on January
31, 2023. Springett Tr. 55, 173; JX 39; JX 164 at 33. On McHugh’s instructions, Mack
wired $225,555.56 to a hard money lender to pay a loan extension fee for the
Borrower, then wired the remaining $674,444.44 to Alpha. JX 38; see Cicoski Tr. 281–
82, 424.
100 JX 248 at 39.
26
and Mack had worked out in advance. The Loan consisted of a $10,000,000 advance
to the Borrower, with repayment in full plus ten percent interest due in 120 days (i.e.,
on June 2, 2023).101 The Loan was secured by “all of Borrower’s right, title and
interest in and to” the shares of stock of the Island Subsidiary,102 plus a commitment
by the Borrower to cause the Island Subsidiary to grant a mortgage or other security
interest in the Properties within thirty days.103
The Borrower also committed to “cause [the Island Subsidiary] to change its
domicile to Florida, United States of America prior to granting the mortgages on the
Properties.”104 Springett viewed that commitment as a key business term.105 The
reason is obvious: it meant the situs of the shares would be in the United States and
readily subject to an enforcement action in a United States court.
The Borrower executed a promissory note and pledge agreement in connection
with the Loan.106 Separately, the Borrower agreed to pay $700,000 of the proceeds to
101 Id. §§ 2.1–2.3.
102 Id. §§ 1.1, 3.1.
103 Id. § 3.5 (“Within thirty (30) days of the date of this Agreement, the
Borrower shall have such first lien mortgage properly recorded or registered in the
records of St. Barthelemy and provide a copy of such recorded or mortgage and any
attestations or affirmations as may be reasonably required by Lender affirming the
first lien position of the mortgage on the [Properties] and due and proper execution
of all related documents.”).
104 Id. § 5.3.
105 Springett Tr. 51–52.
106 JX 44; JX 45.
27
Tailwind as an underwriting fee and another $100,000 as an “Agency” fee.107 In a side
letter, the Borrower agreed to pay Brownell $2.6 million in syndication and
underwriting fees.108 The Lender was not a party to the side deal with Brownell, and
Springett knew nothing about it until this litigation.109
J. The Florida Subsidiary And The First Modification
On February 3, 2023, Mack filed a certificate of domestication and articles of
incorporation, signed by Cicoski, to domesticate the Island Subsidiary in Florida
under the name Access Management S.A.S. Inc. (the “Florida Subsidiary”).110
Meanwhile, Tailwind reported a delay in securing the $10 million and asked to modify
107 JX 397 at 2–3; JX 228; Springett Tr. 128.
108 JX 397 at 2–3.
109 Springett Tr. 137. Alpha and the Borrower point to the high fees as an
indication that Brownell was using the Loan to line his own pockets at Ritchie’s
expense. The fee to Brownell is high, but the record shows that Brownell was involved
in many transactions with Ritchie, and they moved money around through many
channels. They easily could have used those fees as one path to repay some amount
that Ritchie owed Brownell. In any case, the side payment to Brownell would not
affect the Loan, because Springett and Tailwind had no involvement with it. Plus,
the Borrower never paid any fees to Brownell. See JX 397 at 2–3.
110 JX 47; JX 57. Because the parties dispute whether the Island Subsidiary
and the Florida Subsidiary are distinct, this decision strives to refer to the
appropriate version and to use the term “Subsidiary” where a distinction is not
warranted. The term “Subsidiary Shares” refers to the shares the Borrower posted as
collateral for the Loan, no matter where the Subsidiary is domiciled. This decision
ultimately finds that the Borrower committed to domesticate the Island Subsidiary
in Florida such that it is now the Florida Subsidiary.
28
the documents to reflect that development.111 Tailwind also asked for confirmation
that Cicoski could sign the modification for the Borrower.112
On February 15, 2023, Cicoski and Azzopardi executed a second written
consent as the sole directors of the Family Trustee that caused the Family Trust—in
its capacity as the Borrower’s sole stockholder—to ratify all of the actions the
Borrower had taken (the “Ratifying Consent”).113 There was arguably ambiguity in
the language of the Initial Consent as to whether both Cicoski and Azzopardi had to
sign the Loan or whether either of them could act alone, and the Ratifying Consent
sought to eliminate any concerns about the Borrower’s authority to enter into the
Loan and related documents.114 The Ratifying Consent expressly empowered Cicoski
to act alone and authorized the Florida domestication.115
The next day, the Lender and Borrower entered into a First Amendment to the
Loan Agreement (the “First Modification”). It addressed the funding delay, extended
the maturity date by two weeks, and reflected the Island Subsidiary’s domestication
in Florida as the Florida Subsidiary.116 The Lender fully funded the second tranche
111 Cicoski Tr. 280–81; see JX 458 at 1.
112 See Cicoski Tr. 271–72.
113 JX 49 at 1–2; Azzopardi Tr. 623–24.
114 Cicoski Tr. 272, 383–84.
115 JX 49.
116 JX 50.
29
promptly after the First Modification.117 On February 17, Tailwind’s outside counsel
wired the net proceeds of $8,849,910 on the Lender’s behalf to Mack’s IOLTA
account.118 Mack wired $7.1 million to Alpha and approximately $1.5 million to
Brownell’s family office to repay an earlier loan Brownell had secured for the
Borrower.119 The remaining $240,000 paid for legal fees and Tailwind’s transaction
fee.120
117 Springett ended up sourcing the investors who provided $6.5 million of the
$10 million loan, with Smith sourcing the investors who provided the rest. Springett
Tr. 143–44, 181. They worked out a side deal that paid Springett a portion of
Tailwind’s underwriting fee. JX 228; JX 229; Springett Tr. 165 (testifying that a fee-
sharing arrangement like Tailwind and Smith negotiated was “pretty normal in the
business”).
118 JX 54; JX 165; Springett Tr. 56–57. The transfer reflected the full $10
million loan, less the $900,000 pre-signing payment and approximately $250,000 in
transaction fees. Mack Dep. 45.
119 JX 55; JX 56; Cicoski Tr. 281–82; Mack Dep. 76.
120 JX 55. The following table breaks down the disbursements:
Advance (January 31, 2023) $ 900,000.00
Loan Extension Payment $ 225,555.56
Alpha $ 674,444.44
Withheld For Lender Transaction Fees $ 250,090.00
Remaining Proceeds (February 17, 2023) $ 8,849,910.00
Alpha $7,100,000.00
Brownell Family Office / Salazar Loan $1,510,006.00
Additional Tailwind Fees $ 139,914.00
Tailwind Counsel Legal Fees $ 68,490.00
Mack Legal Fees $ 31,500.00
Total Loan Proceeds $10,000,000.00
30
Alpha transferred at least $3.65 million of the loan proceeds to the Borrower’s
bank account.121 The Borrower used the funds to pay Dominion Bank.122 The
Borrower also benefited from the loan payoff that went through Brownell. The Back
Office used the rest of the funds to pay overdue bills from law firms, contractors, and
other vendors.123 The Borrower recorded a debt of $8 million on its books.124
McHugh and Cicoski kept Ritchie and Wolfe updated on the flow of funds.125
“Everyone wanted to know when these funds came in. It was a signal day for us when
they did.”126
121 See Johnston Tr. 512; JX 60. Vail testified at trial that “money was never
delivered to Green Sapphire” and that “Global Capital never actually delivered
money to anybody.” Vail Tr. 730–31. Those statements were false. Even Vail admitted
that Tailwind’s counsel delivered funds to Mack. See id. at 731–32. And neither Vail
nor Wolfe could deny that the Borrower received a benefit from the Loan. See Wolfe
Tr. 708–09; Vail Tr. 732–33. The Borrower’s general ledger and credible testimony
from plaintiffs’ forensic accounting expert confirm that the Borrower not only
benefited from the Loan but received a portion of the proceeds in its bank account.
JX 164 at 7; Johnston Tr. 512–17; see also Cicoski Tr. 281–82.
122 JX 164 at 7; see Wolfe Tr. 708–09 (admitting that “ultimately, yes, Green
Sapphire enjoyed a benefit of 3.6 to 4 million in the retirement of the debt with
Dominion”).
123 Cicoski Tr. 281–82.
124 JX 164 at 33; Johnston Tr. 510.
125 Cicoski Tr. 282.
126 Id.
31
K. The Extension
When the Loan came due on June 16, 2023, the Borrower failed to pay. Neither
the Borrower nor Ritchie had the money.127 The Calma Property sale remained in
limbo, and other funding sources had not panned out.128 When the Borrower asked
for an extension, Springett and his investors agreed.129 They were not happy, but they
preferred not to go through the expense and burden of a foreclosure proceeding.130
On June 16, 2023, the Borrower, the Lender, and the guarantors into a Second
Loan Modification and Ratification Agreement (the “Second Modification”).131 It
extended the Loan maturity date to October 31, 2023, and deferred payment of $1
million in past due interest to September 1, 2023. In return, Lender advanced an
additional $1 million.132
The modification came with significant fees. The Lender received a $500,000
“Modification Fee” due at maturity, a monthly $250,000 “Maintenance Fee” starting
in July 2023 and continuing until full repayment, and a $350,000 “Second
127 Id. at 283.
128 See id. at 283–85; JX 211 at 14–23.
129 See JX 69 at 2.
130 Springett Tr. 46–47, 59.
131 JX 71. Alpha and the Borrower claim that Ritchie knew nothing about the
Second Modification. Cicoski testified credibly otherwise. Cicoski Tr. 294–97. Plus
Alpha produced an executed version of the Second Modification from its files, so Alpha
had it. See JX 71 (showing Alpha Bates number); Yuskus Tr. 663–64.
132 JX 71 at 3.
32
Underwriting Fee.”133 Brownell was to receive a $500,000 “Guaranty Fee” for
continuing to guarantee the Loan, but he never got it.134 The Borrower also paid the
Lender’s legal fees.135
The additional $1 million advance went to pay past due fees from the original
Loan and a portion of the additional fees: $525,000 covered overdue Tailwind’s
underwriting and agency fees and a portion of the Second Underwriting Fee;
$250,000 covered the first Maintenance Fee; and $105,000 covered the Lender’s legal
fees.136 The remaining $120,000 went to Mack’s IOLTA account for the Borrower’s
benefit.137
As Springett acknowledged, those fees were high. But Tailwind and its
investors had provided a distressed entity with funds on short notice that it otherwise
could not obtain, and the Borrower had now shown that it could not repay in
accordance with the original terms. The fees compensated the Lender for the
additional risk of the extension, and the Maintenance Fee was designed to incentivize
133 Id. at 4.
134 Id.
135 Id.
136 JX 79 at 3; Springett Tr. 63–65. The Borrower had only paid $350,000 of
Tailwind’s original underwriting fee. JX 397 at 2–3. It still owed Tailwind $450,000
to cover the remainder of its original underwriting and agency fees. Id.; Springett Tr.
65. Brownell had not been paid any fees he was supposed to receive, and he did not
receive any money from the Second Modification. See JX 397 at 2–3. Separately,
Tailwind and Brownell extended the option to acquire the loan. JX 474.
137 JX 79 at 3; JX 80.
33
prompt repayment.138 Cicoski did not like the deal but believed the alternatives were
worse. He thought that if the Lender foreclosed, it could create another liquidity
crisis.139
L. Ritchie Creates Greater Dysfunction.
During 2023, Ritchie grew increasingly difficult and unpredictable.140 Cicoski,
McHugh, and Azzopardi had tried to improve the Family Office’s internal processes
and governance, but they met with little success.141 Instead, Ritchie terminated
McHugh and replaced her with Tim Yuskus, a longtime employee who had worked
for Ritchie in support roles since 2003.142 Around the same time, Ritchie stopped
paying his team, including Cicoski and Azzopardi.143 Azzopardi was fed up and
decided to resign.144
138 Springett Tr. 63–65, 122.
139 See Cicoski Tr. 290–91.
140 Id. at 253.
141 See JX 78 at 3 (“If this organization is going to continue—we have to focus
and cut projects until 1 or more turns cash flowing . . . . We have 15+ projects over
the world. All great opportunities. But we don’t have the resources (people and cash)
to support[.]”); Azzopardi Tr. 624–26.
142 Cicoski Tr. 254–55; Yuskus Tr. 645–50.
143 Cicoski Tr. 355, 358; Azzopardi Tr. 599–601; JX 367; JX 348.
144 Azzopardi Tr. 627–28; Cicoski Tr. 254–255 (Azzopardi was resigning in part
because “Thane had reneged on a contractual commitment [Cicoski] made to him.”);
JX 349.
34
The closing of the Calma Property sale created a moment of hope.145 Ritchie’s
team had earmarked those funds to repay the Loan, but Ritchie transferred them
elsewhere.146 The Family Office faced another liquidity crisis.147
M. The Borrower Defaults.
When the extended Loan matured again on October 31, 2023, the Borrower
could not repay it. Cicoski had to decide between taking a hard line and forcing the
Lender to sue or working out a compromise. As Cicoski explained at trial, he believed
the latter option was the better choice:
I felt an obligation to honor a contract that I had signed, as bad as it
was, and I didn’t believe that it was right to have the lender chase us all
over the earth, spend years in litigation––I had already seen that too
many times with this organization and the destruction that it
caused. . . . We did not have the money. We could not repay it. We were
in default. They had the right to foreclose. I wanted to prevent that. I
thought the assets were worth much more than what we currently could
do. I just did not think the nuclear option of litigation at that point was
viable.148
He therefore tried to negotiate a settlement.149
145 Cicoski Tr. 291.
146 Id.; Wolfe Tr. 685.
147 Cicoski Tr. 291–92.
148 Id. at 293–94.
149 Id. at 302–03.
35
Springett also preferred a settlement.150 But he was not sure Ritchie could be
trusted given his failure to pay a second time.151 Brownell’s family office likewise had
not come through on its guarantee, nor had it taken out Tailwind by purchasing the
Loan.152 The Tailwind investors wanted their money back.153
After weeks of negotiation over a standstill agreement, the Lender sent the
Borrower a notice of default on December 12, 2023.154 The notice gave the Borrower
twenty-four hours to accept the Lender’s standstill agreement or the Lender would
foreclose.155
When the Borrower failed to agree, the Lender seized the Subsidiary Shares
on December 15, 2023, then acted by written consent to remove Cicoski and make
Springett its sole director.156 Cicoski continued to negotiate. With the Borrower
150 Springett Tr. 46, 68–69.
151 Id. at 61.
152 Id. at 66–67.
153 See JX 486.
154 JX 89. During this time, Tailwind explored what a foreclosure sale would
involve. Springett Tr. 27. As part of that process, Springett learned that the original
appraiser’s figures had been altered and that the value of the Properties was “way
lower” than the Borrower’s initial appraisal, though still adequate to cover the loan.
Id. at 27–28; see JX 243; JX 245.
155 JX 89 at 2.
156 JX 90; JX 91; JX 92. The Lender’s “biggest concern” was preserving its
collateral. Springett Tr. 75–76 (“[W]e had already seen that Thane Ritchie could go
in the bank account and take stuff, take money from it. So this put us in protect your
collateral.”).
36
lacking any near-term ability to repay the Loan, Cicoski sought to stop interest and
fees from accruing and avoid costly litigation.157
On February 7, 2024, the Borrower and Lender entered into a Loan Settlement
Agreement (the “Settlement Agreement”).158 Cicoski signed it for the Borrower, and
Brownell for the guarantor.159
The Lender understood the Settlement Agreement to confirm that it had
acquired ownership of the Florida Subsidiary and the Properties.160 The Settlement
Agreement also provided for the Borrower to pay a $335,000 fee to Tailwind plus a
“Lender Settlement Fee” of $1,665,000 “to settle any and all claims Lender may have
under the Loan Documents.”161 The Borrower committed to pay these fees using
shares of stock in a company called Proton Green, rather than in cash.
On February 9, 2024, the parties signed an amendment to the Settlement
Agreement. The amendment included a provision stating that, “Borrower
relinquishes any residual rights or claims it may have to the Subsidiary Shares to
Lender.”162
157 Cicoski Tr. 440–41.
158 JX 94.
159 Id. at 7.
160 Springett Tr. 76–77.
161 JX 94 at 2–3.
162 JX 95 at 2.
37
N. Things Fall Apart.
To help Ritchie with his financial crisis, Brownell had not only structured the
Loan. He had also loaned Ritchie millions of dollars of his own money. Ritchie never
paid any of it back, and tensions grew between them.163
On February 7, 2024, Brownell’s lawyers severed his ties with Ritchie, the
Family Trust, and its affiliates.164 He also informed Ritchie that he would not be
providing any additional financial support.165
Brownell’s line in the sand put Ritchie in a bind. He had relied on Brownell for
years, not only for money but also as a dealmaker. Two days later, Ritchie fired back,
writing:
60 Degrees [i.e., the Back Office] continues to weigh the damages caused
by your clients’ behavior. However, we specifically point your attention
to the fact that the Brownell Parties, as recently as four days ago,
represented to 60 Degrees that they were continuing to lead a number
163 Cicoski Tr. 254 (“[T]here was also the strain that the [Brownell] Family
Office had lent Mr. Ritchie millions and millions of dollars, and, in fact, in December
of ’23 would lend another million dollars to Mr. Ritchie to pay a significant IRS
portion of what was to be settled. So even in late ’23 he was dropping off checks for a
million dollars, but to the best of my understanding, those monies were not repaid.
. . . And Robert’s family I think had put a lot of pressure on him to recover some of
the sums that were due.”).
164 JX 279. Brownell also may have become uncomfortable with some of
Ritchie’s new associates and recent behavior. See Cicoski Tr. 254 (“And, frankly,
[Ritchie] had started to surround himself with people who were not people that I was
comfortable with and I think that Robert, in particular, was uncomfortable with. . . .
And I suspect that Robert also had learned what I learned in the February, March
time frame about what happened at the house in Driftwood that Thane used to live
at, which is what precipitated my own resignation.”); see also id. at 260–61.
165 JX 279.
38
of important transactions involving sales and monetization of certain 60
Degrees’ assets (the “60 Degrees Transactions”).
Your client’s abrupt and unilateral termination of its relationship with
60 Degrees, without reasonable notice or any effort whatsoever to
transition their roles leading the 60 Degrees Transactions, has
jeopardized the viability of these transactions. In short, 60 Degrees has
been left scrambling to understand the status of the 60 Degrees
Transactions to ensure that they, despite your clients’ reckless and
damaging behavior, close these transactions without incurring further
damages.166
Those transactions included selling property in Texas. According to Wolfe, Brownell
told Ritchie that the property would sell for $96 million.167 After Brownell cut ties,
Ritchie learned the property had sold for around $40 million.168
These events caused Ritchie to suspect that Brownell had defrauded him, and
he ordered Vail to dig into every transaction that Brownell had touched.169 Fueled (at
a minimum) by resentment born of circumstance, Ritchie, Vail, and Wolfe constructed
a narrative in which Brownell had been double-crossing Ritchie for years. They
decided that Brownell had paid off Cicoski to participate in the conspiracy and that
the Loan was another example of Brownell’s disloyalty.
On February 10, 2024, Ritchie called Azzopardi and told him that Brownell
and Cicoski had been conspiring against him for over a year. Azzopardi had approved
166 JX 280 (formatting modified).
167 Wolfe Tr. 713.
168 Id.; Vail Tr. 725.
169 Vail Tr. 725–27.
39
some of their actions as a director, including the Loan. Ritchie berated Azzopardi for
his involvement and blamed him for the results.
Azzopardi was shocked.170 Ritchie always kept him at arms’ length, and
Azzopardi had relied on Cicoski for information about what Ritchie wanted.
Azzopardi had never doubted Cicoski.171 Now, Ritchie was telling him something very
different and accusing him of wrongdoing.
But Azzopardi had his own beef with Ritchie over money, and Azzopardi had
resigned from his positions in Ritchie’s organization because Ritchie had not paid
him.172 Then, on February 14, a €15,000 payment from Ritchie appeared in
Azzopardi’s bank account.173 The bank halted the payment as suspicious and asked
for documentation. After checking with Ritchie’s team, Azzopardi sent the bank his
old consulting agreement, even though it was no longer operative, and the bank
released the payment.174
With the money issue addressed, Wolfe stepped in to get Azzopardi back on
Ritchie’s side. Ritchie and Wolfe’s bad-cop/good-cop tactics worked. Azzopardi blamed
170 Azzopardi Tr. 586.
171 Id. at 582–83 (Q: “At the time that you’re describing that you’re in
communication with Mr. Cicoski, did you have any reason to distrust what he was
telling you?” A: “No, not at all. In fact, like I said, I considered him as a breath of
fresh air.”).
172 Id. at 586–87, 614, 627.
173 Id. at 634–35, 638; JX 282.
174 Azzopardi Tr. 638; JX 282; JX 356.
40
himself for facilitating Brownell and Cicoski’s supposedly insidious actions, writing
Wolfe: “I’m in a deep dark hole. I’m afraid I might do something to harm myself.”175
After telling him not to do anything harmful, Wolfe offered a way out, writing: “Thane
is remarkably forgiving where there is contrition . . . [a]nd willingness to help[.]”176
Ritchie and Wolfe convinced Azzopardi to support their conspiracy theories.
Azzopardi agreed to do “everything [he] could to help establish a case” and handed
over all of his communications with Cicoski and Brownell.177 He never spoke with
Cicoski, despite Cicoski’s attempts to reach him. He simply “took Thane’s word for
it.”178
O. Cicoski Resigns.
As the Family Office became more dysfunctional, Cicoski was preparing to
resign.179 Shortly after executing the Settlement Agreement, he learned about of
175 JX 357 at 3.
176 Ritchie and Wolfe played two other cards to bring Azzopardi over to their
side. They stressed that Cicoski had received significantly more money than
Azzopardi, which Azzopardi resented (even though Cicoski was performing full-time
work, and Ritchie had not paid Cicoski in months). See Azzopardi Tr. 600–05; JX 36.
They also capitalized on Azzopardi’s faith by comparing Brownell to “Lucifer” and
telling Azzopardi, “This is not just a legal battle[.] . . . It is at its heart a spiritual
battle[.]” JX 357 at 4.
177 Azzopardi Tr. 634.
Id. at 619. At trial Azzopardi testified that “at the time [he] thought
178
[Ritchie] was being told” about the Loan, but that he has now come to “understand”
otherwise. Id. at 615, 619. His “understanding” came from Ritchie.
179 Cicoski Tr. 399; JX 101.
41
events at a Texas property held through an entity where Cicoski served as the sole
manager:
I got a note in February or March from the tenant there. I was the—like
I had explained earlier, I’m the sole manager of this entity and it holds
a house in Driftwood, Texas where Thane used to live. We were renting
it out to a former NFL offensive lineman and his family. Apparently,
they had not paid the rent. I think they missed maybe one rent payment.
So someone sent four people to the house. They assaulted the tenant’s
daughter, they trespassed on the property. The police were called.
And I got a call from the tenant and he said, “Did you send these people?”
And I said, “No, but I’m the sole director.” So this is a problem. And so
he was pressing charges. I just had a feeling who it was who had done
this.
And then a few weeks later I got a notice that there was a raid by the
ATF on the property and they pulled eight tons of ammo and 13 high-
caliber weapons, something like that, and they were all seized from the
property. And the search warrant was in Mr. Ritchie’s name. I was
already resigning at that point, and when I got notified that that had
happened, it sort of sped up my resignation, shall we say.180
On February 27, 2024, Cicoski formally resigned from all positions in the Family
Office.181 Wolfe and Vail became the Borrower’s directors.
P. The Attempted Renovations
Meanwhile, the Lender planned to sell the Properties to recoup its losses and
repay its investors. Springett decided to renovate the villa first and hired an
architect.182 Because the villa sits on environmentally sensitive land, securing a
180 Cicoski. Tr. 255–56.
181 JX 101.
182 Springett Tr. 84–85.
42
building permit is difficult, but the Borrower had an existing permit from July
2020.183
In April 2024, Springett applied to transfer the building permit to the “Access
Management S.A.S. Ltd.”184 That name corresponds neither to the old Island
Subsidiary nor to its post-domestication incarnation as the Florida Subsidiary.
Springett intended to transfer the property to the Florida Subsidiary, but he made a
mistake.185 The local authority granted the application.
But when the Lender and Florida Subsidiary tried to take possession of the
Properties and start renovations, the Borrower filed suit in Guadeloupe claiming that
the initial transfer of the Properties in 2022 was invalid (the “Guadeloupe Civil
Action”).186 Next, the Borrower filed a criminal complaint with the Guadeloupe public
prosecutor charging that the Loan resulted from fraud.187 Vail filed a supporting
affidavit in which he held himself out as a practicing lawyer (he had not practiced
since 2013) and averred that the complaint’s allegations resulted from a forensic
183 JX 15; see Springett Tr. 101.
184 JX 115.
185 Springett Tr. 160–61; see Fornacciari Tr. 217 (Plaintiffs’ French law expert:
“For me, there was no doubt that the application was made by Mr. Springett for
Access Management S.A.S., Inc. [i.e., the Florida Subsidiary].”). Alpha claims that
the application transferred the permit to the Island Subsidiary, but the entity name
on the application did not match its name either. Plus that entity no longer existed.
It had domesticated in Florida as the Florida Subsidiary.
186 JX 117; JX 116; Springett Tr. 92–93.
187 JX 133; JX 132.
43
examination (he has no forensic qualifications).188 Although the Guadeloupe
prosecutor did not pursue the claims, the Borrower sent the complaint to the St. Barts
local authorities and claimed to be “facing serious, malicious attempts by third parties
to illegally appropriate its immovable properties.”189
The Lender tried to move forward with the renovations, and construction
began in July 2024. But in August 2024, the Borrower exercised self-help by changing
the locks on the property entrance and sending the architect cease-and-desist
letters.190 Construction came to a halt.191
Q. This Litigation
On August 22, 2024, the Lender and the Florida Subsidiary filed this lawsuit
against the Borrower. They asserted claims for breach of contract, defamation,
tortious interference with contract, and tortious interference with business
expectancy. The Borrower moved to dismiss the plaintiffs’ complaint in its entirety.
On September 12, 2024, the Borrower purported to change the name of the
Island Subsidiary to Vue Mer Signature Holdings and to appoint Vail as its
chairman.192 The Borrower claimed that Island Subsidiary still existed as a distinct
188 JX 130; see Vail Tr. 736–39.
189 JX 136; see Springett Tr. 98–99.
190 JX 157 at 3–5; Springett Tr. 90–91.
191 Springett Tr. 90–91; JX 157; see also JX 148.
192 JX 258.
44
entity and that the domestication to Florida was ineffective.193 On December 11, the
Borrower dismissed the Guadeloupe Civil Action on the theory that it had regained
control of the Island Subsidiary, which supposedly owned the Properties.194
The Lender responded by filing an application in a St. Barts court for the
equivalent of a lis pendens. The St. Barts court denied the application, citing a forum
selection clause in the Loan selecting the courts of Delaware. The Lender then moved
in this court for a status quo order and expedited proceedings.195 The Lender was
justifiably concerned that the Borrower was trying to deprive the Lender of its
collateral and wanted to move quickly before the existing building permit expired. On
February 6, 2025, the court granted the Borrower’s motion to dismiss the defamation
and tortious interference claims, denied the motion to dismiss the breach of contract
claim, granted expedition, and issued a status quo order.196 The court later entered a
scheduling order contemplating a two-day trial starting June 9, 2025.197
On March 12, 2025, Alpha moved to intervene as a third-party plaintiff. The
Borrower supported Alpha’s intervention, claiming that “[t]here is no basis for
Plaintiffs’ assertion that Alpha Carta and Green Sapphire are affiliates with common
193 See id.; Springett Tr. 99–100.
194 JX 150 at 13.
195 Dkt. 13; Dkt. 15.
196 See Dkt. 27.
197 Dkt. 32.
45
owners” and representing that “Thane Ritchie does not control the Petro Carta Trust
(Green Sapphire’s sole stockholder).”198 Those statements were false. Not yet
understanding the true relationship between Alpha and the Borrower, the court
granted intervention.
Alpha then filed a third-party complaint asserting eight counts, including
fraudulent transfer and breach of contract.199 Vail verified the complaint on behalf of
Alpha. Vail was simultaneously a director of the Borrower. One of the allegations in
Alpha’s verified complaint asserted that Alpha had demanded that the Borrower
repay a loan. In fact, Alpha had never demanded repayment, so that averment was
false.200
The Borrower and Alpha obstructed discovery and failed to meet deadlines. In
response to a motion to compel, the court appointed a special discovery magistrate.201
She reported that the Borrower’s “conduct reflected an overall lack of transparency
and inability to follow through on its commitments to the other parties, let alone meet
discovery deadlines.”202
198 Dkt. 65 at 4.
199 Dkt. 67.
200 See Yuskus Tr. 660; Azzopardi Tr. 610.
201 Dkt. 88; Dkt. 112.
202 Dkt. 288 at 3.
46
The Borrower also stopped paying its counsel. The court allowed counsel to
withdraw and required substitute counsel to appear by May 16, 2025, or the court
would find the Borrower in default.203 On May 14, rather than hire new Delaware
counsel, the Borrower filed for bankruptcy in the United States Bankruptcy Court for
the Northern District of Illinois, automatically staying this litigation. That was a
tactical choice, because despite suing the Borrower, Alpha continued to advance
hundreds of thousands of dollars of funds to the Borrower, and some of that money
could have been used to pay counsel.204
Between May 23 and June 3, 2025, with Wolfe’s authorization, Yuskus
modified hundreds of entries in the Borrower’s general ledger.205 He changed entries
related to Alpha’s advances from “accounts payable” to “notes payable.”206 He also
added new entries for “accrued interest payable to Alpha Carta” for 2018 to 2025.207
Yuskus claimed to be unaware of any loan agreement with Alpha before early 2025
and asserted he was merely trying to document the loan relationship.208
203 Dkt. 105.
204 See JX 164 at 4; Yuskus Tr. 661, 663.
205 See JX 169 at 24–25; Johnston Tr. 497–500; Wolfe Tr. 710–11.
206 JX 169 at 24–25; Johnston Tr. 500; Yuskus Tr. 659.
207 Yuskus Tr. 659; Johnston Tr. 500.
208 Yuskus Tr. 658–59.
47
The Lender and the Florida Subsidiary sought relief from the automatic stay
to pursue this action. The bankruptcy court granted their request.209
On July 1, 2025, the court entered a stipulated scheduling order providing for
trial at the end of August.210 The next day, the Borrower removed the case to the
United States District Court for the District of Delaware, claiming this action was
“related to” the bankruptcy proceeding.211 The district court remanded the case a day
later.212
The Borrower continued to resist discovery, leading to a second motion to
compel.213 The court set a deadline for any opposition.214 Rather than responding, the
Borrower filed a second notice of removal based on the same grounds as the first.215
The district court promptly remanded the case again.216
On August 5, 2025, the plaintiffs moved to compel Ritchie’s in-person
deposition. The court granted the plaintiffs’ motion and ordered Ritchie to appear
209 Dkt. 118.
210 Dkt. 134.
211 Dkt. 139, Ex. at 5.
212 Dkt. 154.
213 See Dkt. 167; Dkt. 180.
214 Dkt. 169.
215 Dkt. 171.
216 Dkt. 192.
48
within 48 hours. Ritchie’s counsel represented that he was outside the United States
and would not come to the United States for deposition or trial.217 He gave his
deposition by Zoom.
Trial took place on August 20–22, 2025. Ritchie did not attend.
In an earlier lawsuit, a judge in the Circuit Court of Cook County, Illinois,
offered the following comment on Ritchie’s litigation conduct: “My not-so-brief time
overseeing this case tells me that Mr. Ritchie, through his various companies and
through his counsel . . . attempted to do nothing short of sowing anarchy in the civil
justice system.”218 The court’s experience has been much the same.
II. THE NON-MERITS DEFENSES
The Borrower seeks to achieve a non-merits victory by raising a series of pre-
emptive defenses: lack of subject matter jurisdiction, failure to name an indispensable
party, and lack of personal jurisdiction.
A. The Lack Of Subject Matter Jurisdiction Defense
The Borrower’s first non-merits defense contends that the court lacks subject
matter jurisdiction. The Lender asserted a claim for breach of contract, with equitable
jurisdiction grounded on its pleading-stage request for injunctive relief and current
request for specific performance. The Borrower says those requests “came far too late
217 See Dkt. 254 at 4, 6.
218 Ritchie Multi-Strategies Glob., LLC v. Huizenga Managers Fund, LLC,
Case. No. 18-CH-6001, at 57–58 (Ill. Cir. Ct. Cook Cty. Aug. 26, 2019) (TRANSCRIPT)
(JX 7).
49
procedurally” and cannot support jurisdiction because a declaration of breach plus an
award of money damages would provide complete relief.219 Contrary to the Borrower’s
contention, the court can exercise subject matter jurisdiction over this dispute.
The Court of Chancery possesses limited subject matter jurisdiction. The court
“can acquire subject matter jurisdiction in the first instance by three different means:
(1) the invocation of an equitable right; (2) a request for an equitable remedy when
there is no adequate remedy at law; or (3) a statutory delegation of subject matter
jurisdiction.”220 “The party seeking the Court’s intervention bears the burden of
establishing jurisdiction.”221
A party can challenge the court’s subject matter jurisdiction at any point in the
proceeding.222 A court generally determines whether it has subject matter jurisdiction
by looking at the face of the complaint and accepting the allegations as true.223 But
when evaluating whether subject matter jurisdiction exists based on a request for
219 Dkt. 277 at 9.
220 Kraft v. WisdomTree Invs., Inc., 145 A.3d 969, 973 (Del. Ch. 2016) (internal
quotation marks omitted).
221 Shore Invs., Inc. v. BHole, Inc., 2009 WL 2217744, at *2 (Del. Ch. July 14,
2009).
222 See Imbragulio v. Unemployment Ins. Appeals Bd., 223 A.3d 875, 878 (Del.
2019) (“A litigant may raise a court’s lack of subject matter jurisdiction at any time
in the same civil litigation, even initially at the highest appellate instance.” (cleaned
up)).
223 Diebold Comput. Leasing, Inc. v. Com. Credit Corp., 267 A.2d 586, 590 (Del.
1970).
50
equitable remedies, the court “must look beyond the remedies nominally being
sought, and focus upon the allegations of the complaint in light of what the plaintiff
really seeks to gain by bringing his or her claim.”224 That means “a judge in equity
will take a practical view of the complaint, and will not permit a suit to be brought in
Chancery where a complete legal remedy otherwise exists but where the plaintiff has
prayed for some type of traditional equitable relief as a kind of formulaic ‘open
sesame’ to the Court of Chancery.”225 This court will not exercise subject matter
jurisdiction when a remedy at law “will afford the plaintiffs full, fair and complete
relief,”226 meaning it will be as “complete, practical and efficient” as equitable
relief.227
Here, the Borrower maintains that the Lender only sought damages for its
breach of contract claim, asserts that “[s]pecific performance is mentioned nowhere
in the Complaint,” and argues that equitable relief is unnecessary.228 The Borrower
reads the complaint too narrowly. Among other relief, plaintiffs’ complaint sought a
224 Candlewood Timber Gp., LLC v. Pan Am. Energy, LLC, 859 A.2d 989, 997
(Del. 2004).
225 Int’l Bus. Machs. Corp. v. Comdisco, Inc., 602 A.2d 74, 78 (Del. Ch. 1991);
see 10 Del. C. § 342 (“The Court of Chancery shall not have jurisdiction to determine
any matter wherein sufficient remedy may be had by common law, or statute, before
any other court or jurisdiction of this State.”); El Paso Nat. Gas Co. v. TransAmerican
Nat. Gas Corp., 669 A.2d 36, 39 (Del. 1995) (same).
226 Hughes Tool Co. v. Fawcett Publ’ns, Inc., 315 A.2d 577, 579 (Del. 1974).
227 Int’l Bus. Machs., 602 A.2d at 85.
228 Dkt. 277 at 4.
51
judgment “[p]reliminarily and permanently enjoining [the Borrower] from taking any
action to interfere with [the Lender’s] ownership of [the Florida Subsidiary] and the
[Properties].”229
“A request for injunctive relief clearly constitutes equitable relief over which
this Court has jurisdiction,”230 as long as the request is “bona fide.”231 Here, the
request was bona fide. The Borrower refused to recognize the Lender’s rights to either
the Properties or the Subsidiary Shares. The Borrower changed the locks on the
Properties, sent cease-and-desist letters to the architect, filed legal proceedings in
Guadeloupe, and created confusion over which manifestation of the Subsidiary—the
Island Subsidiary or the Florida Subsidiary—continued to exist or whether they were
distinct entities. The Lender legitimately requested equitable relief to stop the
Borrower from evading its obligations and complicating the factual landscape. The
Lender also legitimately sought equitable relief to force the Borrower to comply with
its obligations and undo the mess it had created.
The Borrower objects to the Lender’s reliance on its request for injunctive relief
because the Borrower links that request to the Lender’s claim for tortious
interference, which the court dismissed. The Borrower seems to have fixated on the
229 Dkt. 1 at 23.
230 Alpha Builders, Inc. v. Sullivan, 2004 WL 2694917, at *2 (Del. Ch. Nov. 5,
2004); see Cont’l Auto. Sys., Inc. v. Nokia Corp., 2023 WL 1370523, at *21 (Del. Ch.
Jan. 31, 2023).
231 DBMP LLC v. Del. Claims Processing Facility, LLC, 2025 WL 3013006, at
*8 (Del. Ch. Oct. 24, 2025).
52
request for an injunction against “interference” and assumed that linguistically, that
word must relate to the claim for tortious interference. But the request for relief was
not limited to that count. The Lender sued for breach of the Settlement Agreement
and sought equitable relief to force the Borrower to comply with its terms. The
Borrower had interfered with the Lender’s rights in the colloquial sense, and the
Lender wanted injunctive relief that would stop the Borrower from interfering and
force the Borrower to comply.
The Borrower’s fixation on the complaint’s failure to use the explicit words
“specific performance” is also misguided. Nothing in the Court of Chancery Rules
requires that a party plead specific performance as a remedy, and the court
determines the appropriate remedy after a party prevails, not at the pleading
stage.232 Just as pleading certain “magic words” like “injunction” or “specific
performance” does not automatically open the door to the Court of Chancery,233 the
232 See, e.g., Delawareans for Educ. Opportunity v. Carney, 199 A.3d 109, 178
(Del. Ch. 2018) (declining to rule on remedies at the pleading stage, writing that
“[w]hether and what kind of remedy issues should be addressed at a future date”);
Bear Stearns Mortg. Funding Tr. 2006-SL1 v. EMC Mortg. LLC, 2015 WL 139731, at
*17 (Del. Ch. Jan. 12, 2015) (“At the pleadings stage, the court will not rule out the
possibility of other remedies, such as rescissory damages.”).
233 McMahon v. New Castle Assocs., 532 A.2d 601, 603 (Del. Ch. 1987) (Allen,
C.) (“Chancery jurisdiction is not conferred by the incantation of magic words. . . . If
a realistic evaluation leads to the conclusion that an adequate remedy is available
this court . . . will not accept jurisdiction over the matter.”); accord Cochran v. F.H.
Smith Co., 174 A. 119, 121 (Del. Ch. 1934) (Wolcott, C.) (“It appears sometimes to be
thought that if fraud be present in any situation the open sesame has been found upon
the pronouncing of which the doors of equity are flung wide apart. That is a
misconception.”).
53
failure to use talismanic remedial phrases does not prevent the court from exercising
jurisdiction when the complaint supports the potential need for an equitable
remedy.234 Here, in addition to specific items of relief, the complaint requests “such
other and further relief as the Court deems just and proper.”235 To the extent a
linguistic remedial hook is necessary (a dubious pleading proposition), that phrase
“could encompass, in an appropriate case, an award of specific performance.”236 The
complaint’s allegations provide ample basis to believe a decree of specific performance
could be warranted, making this “an appropriate case.”
234 See Carpenter v. Liberty Mut. Ins. Co., 2023 WL 3454692, at *3 (Del. Ch.
May 15, 2023) (noting that the complaint did not contain a request for specific
performance, but dismissing complaint for lack of jurisdiction because the complaint
failed to support an inference that specific performance would be needed, not because
the complaint did not contain those words); Ravenswood Inv. Co., L.P. v. Est. of
Winmill, 2018 WL 1410860, at *2 (Del. Ch. Mar. 21, 2018) (declining to exercise
subject matter jurisdiction where the plaintiff both did not expressly seek specific
performance and had not otherwise “attempted to demonstrate that the remedy is
appropriate”), aff’d, 210 A.3d 705 (Del. 2019).
235 Dkt. 1 at 23.
236 Ravenswood, 2018 WL 1410860, at *24; see, e.g., Sheet Metal Workers’ Int’l
Ass’n Loc. 19 v. Herre Bros., Inc., 201 F.3d 231, 249 (3d Cir. 1999) (“In its amended
complaint, the Union requested money damages representing lost wages and fringe
benefits, a declaratory judgment, and such other relief as the Court deems just and
reasonable. . . . As a result, we believe that the request for relief in the amended
complaint is broad enough to encompass a request for specific performance, especially
in light of the actual request made in a post-trial brief.” (alteration and internal
quotation marks omitted)); Int’l Union of Elevator Constructors, AFL–CIO v. Reg’l
Elevator Co., 847 F. Supp. 2d 691, 701 (D. Del. 2012) (“Because Plaintiffs’ Complaint
did request that the Court grant other such relief deemed just and proper, Plaintiffs’
claim for specific performance is appropriately raised.” (alteration and internal
quotation marks omitted)).
54
If the Lender sprang the specific performance remedy on the Borrower at the
last minute, then concern for due process could counsel against recognizing it as a
basis for jurisdiction.237 But this case does not involve the type of extreme facts that
would warrant that outcome. Here, it has long been clear that specific performance
was on the table.
Finally, this is not a case where a declaration of breach plus an award of money
damages could provide an adequate remedy. Telling the Lender that it could only
recover a money judgment would effectively deprive the Lender of the security it
obtained and turn the Lender into an unsecured creditor. The Lender bargained for
237 See Ravenswood, 2018 WL 1410860, at *25 (refusing to consider awarding
specific performance in light of “[p]laintiff’s basic failure meaningfully to address the
remedy question at any stage of these proceedings,” which “created a vacuum that
the Court cannot fill, even in the spirit of equity, without offending fundamental
notions of due process”).
55
the ability to foreclose on real estate,238 a unique asset,239 or on the shares of an entity
that owned unique real estate assets.240
B. The Indispensable Party Argument
The Borrower next argues that the court cannot grant relief involving the
Properties because the Island Subsidiary is an indispensable party under Rule 19. It
is not.
Rule 19 treats a party as indispensable if
(A) in that person’s absence, the Court cannot accord complete relief
among existing parties; or
(B) that person claims an interest relating to the subject of the action
and is so situated that disposing of the action in the person’s absence
may:
238 The Borrower provided two forms of security for the Loan: (1) a security
interest in the shares of the Island Subsidiary (initially) and the Florida Subsidiary
(subsequently) and (2) a commitment to provide mortgages on the Properties
themselves. The Borrower provided the first type of security because of the difficulties
in perfecting mortgages under French law in time for the Loan to close. The real
security for the Loan is the Properties.
239 See Osborn v. Kemp, 991 A.2d 1153, 1162 (Del. 2010) (“We recognize that
real property is unique and often the law cannot adequately remedy a party’s refusal
to honor a real property contract.”); Szambelak v. Tsipouras, 2007 WL 4179315, at *7
(Del. Ch. Nov. 19, 2007) (“Real property is unique; thus, specific performance of a real
estate sale contract is often the only adequate remedy for a breach by the seller,
except in rare circumstances.”).
240 See True N. Commc’ns Inc. v. Publicis S.A., 711 A.2d 34, 45 (Del. Ch. 1997)
(explaining that opportunity to acquire entity was unique opportunity that rendered
money damages inadequate); accord ACE Ltd. v. Cap. Re Corp., 747 A.2d 95, 110 (Del.
Ch. 1999) (noting that “the loss of a unique acquisition opportunity may constitute
an irreparable injury” that renders monetary damage inadequate (internal quotation
marks omitted)).
56
(i) as a practical matter impair or impede the person’s ability to
protect the interest; or
(ii) leave an existing party subject to a substantial risk of
incurring double, multiple, or otherwise inconsistent obligations
because of the interest.241
If an indispensable party cannot be joined, then a court must determine how to
proceed. The court need not undertake that inquiry, because the Island Subsidiary is
not an indispensable party.
For starters, the Island Subsidiary no longer exists. Under Florida law, a
domesticated foreign corporation is “[t]he same corporation, without interruption, as
the domesticating corporation.”242 In addition, “[a]ll real property and other property
owned by the domesticating corporation . . . are the property and contract rights of
the domesticated corporation without transfer, reversion, or impairment.”243 In this
case, the Borrower committed to “cause [the Island Subsidiary] to change its domicile
to Florida, United States of America” before granting the mortgages that secured the
Loan.244 In compliance with that obligation, the Borrower redomiciled the Island
Subsidiary in Florida, resulting in the Island Subsidiary becoming the Florida
Subsidiary. There is no longer an Island Subsidiary that could be a party to the case.
The only extant entity is the Florida Subsidiary, which is a plaintiff.
241 Ct. Ch. R. 19(a).
242 Fla. Stat. § 607.11924(1)(f)(1).
243 Id. § 607.11924(1)(a).
244 JX 248 § 5.3.
57
The Borrower contends that the Island Subsidiary continues to exist and that
it has changed its name to Vue Mer Signature Holdings. The fact that the Borrower
made a false filing on a foreign corporate registry that changed the name of an already
domesticated corporation does not change the fact that the domestication took place.
It reflects a clerical error.
Assuming for purposes of analysis that the domestication was not effective,
then the present state of affairs results from the Borrower’s failure to comply with its
domestication obligation under the Loan and breach of the Settlement Agreement.
“Equity regards as done what ought to have been done.”245 That principle creates an
equity in favor of a party entitled to performance when the counterparty fails to
perform and then invokes its own failure as a defense to its obligations.246
245 Stream TV Networks, Inc. v. SeeCubic, Inc., 250 A.3d 1016, 1030 (Del. Ch.
2020) (refusing to allow defendants to take advantage of their failure to take
contractually mandated action as a way to avoid the contractual obligation).
246 See Freeman v. Fabiniak, 1985 WL 11583, at *8 (Del. Ch. Aug. 15, 1985)
(“Because equity regards as done that which ought to be done, a contract for sale of
land, chattels, or choses in action acts as an equitable conversion. . . . Therefore, once
Atlantic Financial exercised its option on March 8, 1985, the equitable ownership of
the shares passed to it. The shares could not thereafter be voted hostile to the
interests of Atlantic Financial.”); Eddington v. Turner, 26 A.2d 80, 82 (Del. Ch. 1942)
(explaining principle). The principle resembles the prevention doctrine, under which
a party cannot avoid performing by relying on the failure of a condition that the party
itself caused to fail. Compare Phillips Petroleum Co. v. Arco Alaska, Inc., 1986 WL
7612, at *14 (Del. Ch. July 9, 1986) (relying on equitable maxim and holding that “[t]o
permit SAE to circumvent a Data Cutoff Agreement that would otherwise be
applicable by allowing it to rely upon the non-occurrence of a procedural formality
that SAE itself deliberately chose to preclude, would be unconscionable”), with Mobile
Commc’ns Corp. of Am. v. MCI Commc’ns Corp, 1985 WL 11574, at *4 (Del. Ch. Aug.
27, 1985) (explaining that under the prevention doctrine, “a party may not escape
58
Matters do not get better for the Borrower without the equitable maxim. The
Island Subsidiary is not indispensable under Rule 19(a)(1)(A) because the court can
“accord complete relief among existing parties.”247 The court can order the Borrower
to transfer all of its shares in the Island Subsidiary to the Lender. If necessary, the
court can appoint a receiver to take control over the Borrower and effectuate the
transfer.
The Island Subsidiary is also not indispensable under Rule 19(a)(1)(B), because
resolving this action without the Island Subsidiary as a party would neither “impair
or impede [its] ability to protect the interest” nor “leave an existing party subject to
a substantial risk of incurring double, multiple, or otherwise inconsistent obligations
because of [the Island Subsidiary’s] interest.”248 For purposes of the first issue, the
Borrower can and has adequately represented any interests the Island Subsidiary
might have. Both seek to escape from the Loan and the Settlement Agreement. The
Borrower claims to control the Island Subsidiary. The latter cannot do anything
without the former.
For purposes of the second issue, the only parties with competing claims to the
Borrower’s Subsidiary Shares are the Lender, the Borrower, and Alpha. This decision
contractual liability by reliance upon the failure of a condition precedent where the
party wrongfully prevented performance of that condition precedent”).
247 Ct. Ch. R. 19(a)(1)(A).
248 Ct. Ch. R. 19(a)(1)(B).
59
adjudicates those claims. The Borrower has not identified any risk of inconsistent
obligations that it or the Island Subsidiary might face.
The indispensable party argument fails.
C. The No-Jurisdiction-Over-The-Properties Defense
In a variant of its indispensable-parties argument, the Borrower contends that
the court cannot grant relief because it lacks jurisdiction over the Properties. The
Borrower argues that a court applying French law with jurisdiction over the
Properties must determine the validity of any effort to transfer an interest in the
Properties and that this court must defer to the outcome of that as-yet-unfiled
proceeding. That mashup of concepts fuses together arguments typically framed
under the guise of choice of law, forum non conveniens, and general principles of
comity.
Those preliminary issues do not limit a court’s ability to address the merits
once it has jurisdiction over the parties. A court can apply foreign law. A court can
order a party before it to take action, including in a foreign jurisdiction. While a court
can and should hesitate before awarding impractical or futile remedies, how to
proceed is a discretionary determination.249
Here, the court has subject matter jurisdiction over the case and personal
jurisdiction over the Borrower, which is a Delaware corporation. The court can order
the Borrower to take action to remedy its breach, including actions relating to the
249 See 26 Cap. Acq. Corp. v. Tiger Resort Asia Ltd., 309 A.3d 434, 465–74 (Del.
Ch. 2023).
60
Properties. If those actions require that the Borrower act through a subsidiary, the
court can decree that as well. The court can also appoint a receiver to carry out its
orders. This is not the rare case like 26 Capital, where unique concerns about
illegality and influence led the court to decline to order specific performance
concerning an asset halfway around the world. Even then, the court did not throw up
its hands and dismiss the case, as the Borrower proposes. The court entertained
alternative relief.250
The fact that the Properties are not within this court’s jurisdiction does not
defeat the Lender’s claims.
III. THE MERITS
The Lender sought at trial to prove its claim for breach of the Settlement
Agreement. “The elements of a claim for breach of contract are (i) a contractual
obligation, (ii) a breach of that obligation by the defendant, and (iii) a causally related
injury that warrants a remedy, such as damages or in an appropriate case, specific
performance.”251 The Lender proved each element.
250 Id. at 474 (“This ruling does not mean that 26 Capital will not be entitled
to any remedy. To the extent 26 Capital has proven a breach of contract and Universal
has not proven any of its affirmative defenses, then 26 Capital may be able to recover
damages.”).
251 AB Stable VIII LLC v. MAPS Hotels & Resorts One LLC, 2020 WL 7024929,
at *47 (Del. Ch. Nov. 30, 2020), aff’d, 268 A.3d 198 (Del. 2021).
61
A. The Settlement Agreement Is A Valid And Enforceable Contract.
The first issue is whether the Settlement Agreement constitutes a valid and
enforceable contract. A valid contract exists “when (1) the parties intended that the
contract would bind them, (2) the terms of the contract are sufficiently definite, and
(3) the parties exchange legal consideration.”252 Here, a threshold issue looms:
whether Cicoski had authority to bind the Borrower.
1. Authority
The Borrower claims that Cicoski lacked authority to enter into the
Settlement Agreement. The Borrower also argues that Cicoski lacked authority to
enter into the Loan, which retroactively eliminates any basis for Cicoski to have
entered into the Settlement Agreement.253 Cicoski possessed actual authority to do
both as the Borrower’s duly empowered agent.254
“An individual corporate director may negotiate a settlement on behalf of the
corporation—and bind the corporation to an agreed-upon settlement—provided the
252 Osborn, 991 A.2d at 1158.
253 This is a Terminator argument. Just as Skynet sought to negate John
Connor’s imminent victory by sending the Terminator back in time to assassinate his
mother and prevent John’s birth, so too the Borrower seeks to negate the Settlement
Agreement by reaching back in time to invalidate the Loan. See The Terminator
(Hemdale Film Corporation 1984).
254 The plaintiffs rely in the alternative on the doctrine of apparent authority.
The court does not reach that issue.
62
director has actual or apparent authority to do so.”255 “An agent possesses ‘actual
authority’ when it has been expressly or implicitly granted authority by a
principal.”256 “An agent acts with actual authority when, at the time of taking action
that has legal consequences for the principal, the agent reasonably believes, in
accordance with the principal’s manifestations to the agent, that the principal wishes
the agent so to act.”257 An agent’s actual authority goes beyond the principal’s words
to encompass the actions “designated or implied in the principal’s manifestations to
the agent and acts necessary or incidental to achieving the principal’s objectives, as
the agent reasonably understands the principal’s manifestations and objectives when
the agent determines how to act.”258 The principal’s manifestations “may be made
directly by the principal to the agent or may reach the agent through a more
circuitous route.”259
255 Sarissa Cap. Domestic Fund LP v. Innoviva, Inc., 2017 WL 6209597, at *16
(Del. Ch. Dec. 8, 2017); see Parke Bancorp Inc. v. 659 Chestnut LLC, 217 A.3d 701,
712 (Del. 2019) (“Under the common law of agency, there are two main forms of
authority: actual authority and apparent authority.”).
256 Caribbean Sun Airlines Inc. v. Halevi Enters. LLC, 339 A.3d 24, 35 (Del.
2025).
257 Harmon v. Del. Harness Racing Comm’n, 62 A.3d 1198, 1201 (Del. 2013)
(quoting Restatement (Third) of Agency § 2.01 (2006)).
258 Restatement (Third) of Agency § 2.02(1); accord Sarissa, 2017 WL 6209597,
at *17.
259 Restatement (Third) of Agency § 3.01 cmt. b.
63
In Sarissa, the Court of Chancery held that a director had actual authority to
bind the corporation to a settlement agreement based on the board of directors’
manifestations of authority and the director’s reasonable understanding of those
manifestations.260 The board had appointed the director to act as the corporation’s
“lead negotiator” in settlement discussions with the counterparty, instructed the
director “to see if a settlement agreement . . . could be reached,” and told the director
to convey key terms for a settlement.261 Time was of the essence, because the other
side was likely to lose its incentive to settle if the corporation delayed. 262 Under the
circumstances, the director “reasonably understood the Board’s (and thus [the
corporation’s]) manifestations” as empowering him to enter into an oral settlement
agreement.263
a. The Manifestations
The manifestations regarding Ritchie’s authority in this case gave him actual
authority to enter into the Settlement Agreement. When Cicoski approved the
Settlement Agreement, Cicoski was the general counsel of the Family Office. He was
also the Borrower’s sole director. In those capacities, he was an agent of the Family
Office, which operated as the central nervous system for Ritchie’s entities. He was
260 Sarissa, 2017 WL 6209597, at *17.
261 Id.
262 Id. at *18.
263 Id.
64
also an agent of Ritchie, the ultimate principal for each entity in the Family Office.
Those roles gave Cicoski all the actual authority he needed.
The circumstances surrounding both the Loan and the Settlement Agreement
further manifested Ritchie’s authority. Facing a liquidity crisis, Ritchie instructed
Cicoski to help Brownell secure the Loan. Ritchie and Wolfe, one of Ritchie’s close
associates, told Cicoski to get the Loan closed.264 Ritchie was personally involved,265
and the Loan was a regular topic of conversation as a short-term solution to the
Family Office’s cash flow problems.266 Cicoski reasonably believed that Ritchie had
empowered him to enter into the Loan.
Cicoski also reasonably believed that he had actual authority to execute the
Loan because of the written consent that he and Azzopardi executed on January 29,
2023, as the only directors of the Family Trustee. The Family Trustee controlled the
Family Trust, which was the Borrower’s sole stockholder. The written consent
expressly authorized Cicoski to execute the Loan Agreement.267 A subsequent consent
ratified the Loan and authorized the First Modification, the Second Modification, and
264 Cicoski Tr. 237.
265 See id. at 249.
266 See id. at 238; McHugh Dep. 40.
267 JX 34 at 1–2. Although the resolution could be read either to require both
Cicoski and Azzopardi to sign the Loan or to authorize either Cicoski or Azzopardi to
act, the record establishes that the latter was the intent. Cicoski Tr. 383–84. To
clarify matters and confirm that interpretation, they executed a second written
consent on February 15, 2023. Cicoski Tr. 272; JX 49.
65
the Settlement Agreement.268 Ritchie knew about the Settlement Agreement and was
happy with the result.269
Cicoski had actual authority to enter into both the Loan and the Settlement
Agreement.
b. The Board Majority Requirement
Alpha and the Borrower argue that the Loan lacked proper authorization
because under the Borrower’s bylaws, only a majority of the Borrower’s board of
directors could approve the Loan. When the Borrower entered into the Loan, its board
comprised both Wolfe and Cicoski. For several reasons, this argument does not
prevent the Lender from enforcing the Settlement Agreement.
The Borrower relies on a provision in its bylaws which states that “without
prior approval of a majority of the Board of Directors of the [Borrower], . . . the
[Borrower] shall not . . . incur . . . any indebtedness, absolute or contingent of any
nature whatsoever, if the [Borrower]’s aggregate indebtedness would exceed the
indebtedness expressly provided for in the Approved Budget by $500,000” or “create
any mortgage, lien, security interest or encumbrance on any asset of the [Borrower]
268 JX 49 at 1–2.
269 See Cicoski Tr. 308 (“I remember that Mr. Ritchie was happy [about the
Settlement Agreement] because Mr. Brownell, to get this done, had to give up some
of the fees—actually all of the fees, I believe—that he would otherwise have earned
. . . .”). To the extent some of Ritchie’s manifestations regarding the Loan and the
Settlement Agreement came through Brownell, Cicoski still reasonably believed that
Ritchie provided them. Ritchie communicated with Brownell constantly—far more
frequently than with Cicoski—and commonly relied on Brownell to convey his wishes.
See id. at 243–44, 307–08.
66
of any of its subsidiaries, other than in the ordinary course of business” (the “Board
Majority Requirement”).270 The record contains no evidence as to the Borrower’s
“Approved Budget” or what sort of “mortgage, lien, security interest or encumbrance”
would be outside the ordinary course of business. As the party invoking the bylaw as
a defense, Alpha and the Borrower bore the burden of proving that the Loan exceeded
the Approved Budget by $500,000 or was outside the ordinary course. They did not
carry that burden.
Assuming without deciding that the Loan was outside the ordinary course of
business or exceeded the Approved Budget in an amount sufficient to trigger the
Board Majority Requirement, the record reflects that the Loan did not satisfy it.
Under Delaware law, the board needed to act formally by unanimous written
consent271 or through action at a duly called and convened meeting at which a quorum
was present.272 The record does not contain persuasive evidence of either.
That failure, however, is not fatal. As Alpha and the Borrower correctly argue,
a failure to comply with the bylaw would constitute a failure of authorization, not of
270 JX 2 at 7–8.
271 8 Del. C. § 141(f).
272 Id. § 141(b).
67
corporate power.273 The Loan was therefore voidable, not void,274 and majority
stockholder ratification could validate it.275 The Ratifying Consent delivered
unanimous stockholder ratification, which could even validate waste.276 The
Ratifying Consent therefore authorized the Loan notwithstanding any failure to meet
the Board Majority Requirement.
The authority defense based on the Board Majority Requirement also fails
because of the equitable maxim that “[e]quity regards as done what ought to have
been done.”277 When an act is voidable, rather than void, a court of equity can enforce
it where the equities require. Here, the equites favor the Lender because Wolfe in fact
273 Moelis & Co. v. W. Palm Beach Firefighters’ Pension Fund, — A.3d —, —,
2026 WL 184868, at *6–7 (Del. Jan. 20, 2026) (holding that if corporation could
achieve transactional outcome under some path provided by the DGCL, then the
corporate power to act exists and the failure to follow that path renders the act
voidable rather than void).
274 XRI Inv. Hldgs. LLC v. Holifield, 283 A.3d 581, 667 (Del. Ch. 2022)
(collecting authorities), aff’d in part, rev’d in part on other grounds and remanded,
304 A.3d 896 (Del. 2023).
275 Michelson v. Duncan, 407 A.2d 211, 219 (Del. 1979) (“Generally, any act of
the board of directors or of any of the officers beyond the scope of their authority . . .
may be ratified by the stockholders . . . .”); Gerlach v. Gillam, 139 A.2d 591, 593 (Del.
Ch. 1958) (“It is contended and cannot be denied that where a majority of fully
informed stockholders ratify action of even interested directors, an attack on the
ratified transaction normally must fail.”).
276 Schreiber v. Bryan, 396 A.2d 512, 518 (Del. Ch. 1978); Kaplan v. Goldsamt,
380 A.2d 556, 567–68 (Del. Ch. 1977).
277 Stream TV Networks, 250 A.3d 1016, 1030 (Del. Ch. 2020) (refusing to allow
defendants to take advantage of their failure to take contractually mandated action
to avoid the contractual obligation).
68
knew about and approved the Loan, and Ritchie was both fully aware of what was
going on and wanted the Loan closed. Any failure to comply with the Board Majority
Requirement resulted from Ritchie’s insistence on avoiding any semblance of
corporate governance and his refusal to let his team properly document his decisions.
Ritchie instructed his team not to keep written records, demanded that
documentation be kept to a minimum, and provided approvals through informal
means, such as a “thumbs-up” emoji in an ephemeral message.278
Under the standards followed by the Family Office, Wolfe approved the Loan.
He told Cicoski to get the Loan done on any terms available.279 He received regular
reports on the Loan and never objected to it.280 Although Wolfe later denied knowing
about or authorizing the Loan, his testimony was not credible. He admitted knowing
that money moved from Tailwind’s counsel’s account to Mack’s IOLTA account.281 He
admitted knowing that Alpha received a portion of the proceeds.282 He admitted
knowing that the Borrower benefited by having its debt to Dominion Bank repaid.283
278 See Cicoski Tr. 296.
279 Id. at 236–37.
280 See id. at 282.
281 See Wolfe Tr. 697–98.
282 See id. at 708–09.
283 See id.
69
He knew where the money came from and was fine with it. The same is true for
Ritchie.
Finally, the Settlement Agreement separately ratified any defect in the Loan.
Under the common law of agency, a principal may ratify an earlier contract voidable
for lack of authority by entering into an agreement that affirms or promises to
perform the antecedent contract.284 A party may ratify a contract by any conduct
indicating assent to the contract.285 The principal himself may take the ratifying act
or may do so through an agent. “Although ratification is often done by a party or
parties distinct from the actor whose conduct is being ratified, that dichotomy is not
284 See Restatement (Third) Of Agency § 4.01 (“Ratification is the affirmance of
a prior act done by another, whereby the act is given effect as if done by an agent
acting with actual authority.”); 12 Williston on Contracts § 35:22 (4th ed.)
(“Ratification may be defined generally as the adoption or confirmation of a prior act
purportedly performed on the principal’s behalf by an agent without the agent
obtaining prior authority. . . . The subsequent affirmance by a principal of a contract
made on its behalf by one who had at the time neither actual nor apparent authority
constitutes a ratification, which relates back and supplies original authority to
execute the contract.”); Lewis v. Vogelstein, 699 A.2d 327, 334 (Del. Ch. 1997)
(“Ratification is a concept deriving from the law of agency which contemplates the ex
post conferring upon or confirming of the legal authority of an agent in circumstances
in which the agent had no authority or arguably had no authority.” (citing
Restatement (Second) of Agency § 82 (1958)); see also Restatement (Second) of
Contracts §§ 85, 93 (1981) (“[A] promise to perform all or part of an antecedent
contract of the promisor, previously voidable by him, but not avoided prior to the
making of the promise, is binding,” as long as “the promisor knew or had reason to
know the essential facts of the previous transaction to which the promise relates.”).
285 See 12 Williston on Contracts § 35:23 (“Ratification need not be express.
Any conduct that indicates assent by the purported principal to become a party to the
transaction, or by reason of which the principal is precluded from repudiating the
transaction of the purported agent, such as the principal’s receipt and acceptance of
benefits, is sufficient.” (footnotes omitted)).
70
required.”286 An agent with proper authority may act on the principal’s behalf to ratify
an earlier act of the agent whose authority is in dispute.287
The Settlement Agreement ratifies any defect in the Loan by recognizing and
reaffirming the validity of the earlier contract. It states:
A. Borrower and Lender are parties to a certain Loan and Security
Agreement dated as of February 2, 2023 (the Original Loan & Security
Agreement”), evidencing and governing a certain loan made by Lender
to Borrower in the principal amount of $10,000,000 (the “Original
Loan”), which is evidenced by that certain Promissory Note executed by
Borrower to the order of Lender dated February 2, 2023 . . . .
B. On February 16, 2023, the Lender and the Borrower entered into
that certain First Amendment to Loan & Security Agreement to make
certain revisions to the terms of the Original Loan & Security
Agreement . . . .
C. On June 16, 2023, Lender and the Borrower amended the
Original Loan & Security Agreement by entering into that certain
Second Loan Modification and Ratification Agreement by and among the
Borrower, the Lender and the Principals . . . .288
286 Glass v. Baker, 2024 WL 687755, at *16 (Del. Ch. Feb. 9, 2024) (footnote
omitted), adopted, (Del. Ch. 2024), aff’d, 339 A.3d 745 (Del. 2025).
287 See, e.g., id. (“When an agent is validly appointed . . . , the principal
authorizes the agent to execute the agent’s certification and begin acting on the
principal’s behalf. If the agent fails to execute the certification, yet purports to act as
agent for the principal, those actions are voidable. But, if those actions are not first
voided by the principal, the agent is authorized (through the principal’s initial and
continued appointment) to ratify their post-appointment conduct after signing the
agent’s certification.” (footnotes omitted)).
288 JX 94 at 1–2.
71
Ordinarily, recitals are not binding and only provide context.289 But parties can make
them binding.290 In the Settlement Agreement, the parties “acknowledge the accuracy
of the recitals set forth above, which are incorporated herein as if set forth herein and
form a part of this Agreement.”291 In effect, the parties stipulated that the recitals
were true. The Settlement Agreement also contained an integration clause
establishing that its terms embodied “the entire agreement and understanding
between the Parties.”292
Through the recitals, the parties to the Settlement Agreement ratified the
validity of the prior documents, including the Loan Agreement. To the extent there
were potential disputes over the prior documents, the integration clause resolved
those disputes and merged the rights that existed under the prior agreements,
289 Llamas v. Titus, 2019 WL 2505374, at *16 (Del. Ch. June 18, 2019)
(“Generally, recitals are not a necessary part of a contract and can only be used to
explain some apparent doubt with respect to the intended meaning of the operative
or granting part of the instrument. If the recitals are inconsistent with the operative
or granting part, the latter controls.”).
290 See 17A C.J.S. Contracts § 420 (“Recitals in a contract, such as ‘whereas’
clauses, are merely explanations of the circumstances surrounding the execution of
the contract, and are not binding obligations, unless the operative provisions of the
contract refer to them.” (emphasis added)); D. Hull Youngblood, Jr., 7 Deadly Sins of
Contract Drafting: Constructive Interpretation and Interpretative Construction, 34
Corp. Counsel Rev. 155, 162 (2015) (“[I]f there is language in the agreement that
leads the reader to believe the parties intended to be bound by the recitals, in essence
the statements are no longer recitals, but have become covenants of the agreement,
just as the other agreed-upon terms and covenants bind the parties.”).
291 JX 94 § 1.
292 Id. § 11.
72
including any disputes about their existence and scope, into the single agreement
embodied in the Settlement Agreement.
Thus, the Settlement Agreement cured any defect in the Loan Agreement.
When the Lender and the Borrower entered into that agreement, Wolfe was no longer
a member of the Borrower’s board. Cicoski was the Borrower’s sole director. His
approval of the Settlement Agreement as the sole director satisfied the Board
Majority Requirement.
c. The Wyoming Trust Law Issue
Alpha and the Borrower further argue that the Loan and Settlement
Agreement were not validly approved under Wyoming law. That argument is
misguided.
The Family Trust is organized under Wyoming law, which mandates that a
trustee “keep the qualified beneficiaries of the trust reasonably informed about the
administration of the trust and of the material facts necessary for them to protect
their interests.”293 Cicoski was a director of the Family Trustee, and Ritchie’s wife
and children were the beneficiaries of the Family Trust. Alpha and the Borrower
contend that Cicoski had to inform Ritchie’s wife and children about the Loan and
the Settlement Agreement. Because he did not, they say that his actions violated
Wyoming law, rendering the Loan and Settlement Agreement invalid.
293 Wyo. Stat. § 4-10-813(a).
73
Assuming for purposes of analysis that Cicoski violated Wyoming trust law,
that failure does not prevent the Lender from enforcing the Loan or Settlement
Agreement against the Borrower, at least without some showing that the Lender
knew about the violation and aided and abetted it.294 Perhaps the Family Trust’s
beneficiaries might have a claim for damages against the Family Trust, but they
cannot impair the Lender’s contract rights.
On the merits, however, the argument under Wyoming law falls short. The
limited case law interpreting or applying the Wyoming statute generally recognizes
that a trustee is “obligated to report on a regular basis to . . . [the] Trust beneficiaries,
concerning the status of the Trust, and to provide them all relevant information
concerning the Trust.”295 Yet Wyoming law also provides that “[n]otice to a person
who may represent and bind another person under this article has the same effect as
if notice were given directly to the other person.”296 The Family Trustee’s operating
agreement expressly identified Ritchie as the “designated relative” and “Family
294 See C & J Energy Servs., Inc. v. City of Miami Gen. Emps.’, 107 A.3d 1049,
1071 (Del. 2014) (reversing issuance of injunction impairing counterparty’s contract
rights where “[t]he Court of Chancery made no finding, even on a preliminary basis,
that [the counterparty] aided and abetting the C & J board’s alleged breach of
fiduciary duties”).
295 Redland v. Redland, 2013 WL 9678730, at *15 (Wyo. Dist. Dec. 24, 2013);
see In re Phyllis V. McDill Revocable Trust, 506 P.3d 753, 762 (Wyo. 2022) (describing
statute as “impos[ing] . . . a duty to inform and report upon the trustee”).
296 Wyo. Stat. § 4-10-301(a).
74
Member” under Wyoming law.297 Ritchie was the real party in interest who controlled
the Family Trust, and Cicoski reasonably believed that by keeping Ritchie informed,
he was keeping the ultimate beneficial owners of the trust informed.298
2. Intent To Be Bound
For a valid contract to exist, the parties must intend to be bound. “Under
Delaware law, ‘overt manifestation of assent—not subjective intent—controls the
formation of a contract.’”299 “Whether both of the parties manifested an intent to be
bound ‘is to be determined objectively based upon their expressed words and deeds
as manifested at the time rather than by their after-the-fact professed subjective
intent.’”300
“When presented with a facially valid contract, the court will defer to the
parties’ signed writing unless there is evidence to the contrary.”301 The Settlement
Agreement is a facially valid contract. Springett signed for the Lender, and Cicoski
297 See JX 247 at 1–2; Wyo. Stat. § 13-5-301 (defining “Family Member” and
“Designated relative”).
298 See Cicoski Tr. 458 (testifying about having “limited” contact with Family
Trust beneficiaries and that trust counsel named Ritchie the “designated relative” so
communication could run through Ritchie).
299 Black Horse Cap., LP v. Xstelos Hldgs., Inc., 2014 WL 5025926, at *12 (Del.
Ch. Sept. 30, 2014) (quoting Indus. Am., Inc. v. Fulton Indus., Inc., 285 A.2d 412, 415
(Del. 1971)).
300 Id. (quoting Debbs v. Berman, 1986 WL 1243, at *7 (Del. Ch. Jan. 29, 1986)).
301 Restanca, LLC v. House of Lithium, Ltd., 2023 WL 4306074, at *18 (June
30, 2023) (citing Malkani v. Cunningham, 2023 WL 1383938, at *8 (Del. Ch. Jan. 31,
2023)).
75
signed for the Borrower.302 That alone provides strong evidence of the parties’ intent
to agree.
When evaluating whether parties intend to be bound, a court can consider “a
reneging party’s post-signing conduct if it reflects an objective manifestation of the
reneging party’s intent to be bound by the agreement.”303 Here, the Borrower is the
reneging party, so the court can consider its post-signing conduct to the extent it
reflects an intent to be bound. In this case, the Borrower partially performed through
its transfer of the Proton Green shares, providing an objective manifestation of its
intent to be bound.304 There is no credible evidence to the contrary.
3. Sufficiently Definite Terms
A valid contract also requires sufficiently definite terms. To meet this element,
the terms must “provide a basis for determining the existence of a breach and for
giving an appropriate remedy.”305 In other words, “[a] contract is sufficiently definite
and certain to be enforceable if the court can—based upon the agreement’s terms and
302JX 94 at 7; see Springett Tr. 76–77 (testifying about entering into
Settlement Agreement); Cicoski Tr. 305 (same).
303 See Restanca, 2023 WL 4306074, at *21.
304 See Springett Tr. 77–79.
305 Eagle Force Hldgs., LLC v. Campbell, 187 A.3d 1209, 1232 (Del. 2018)
(quoting Restatement (Second) of Contracts § 33(2)).
76
applying proper rules of construction and principles of equity—ascertain what the
parties have agreed to do.”306
Whether terms are sufficiently definite is a question of contract formation, not
interpretation. The issue is not whether any terms are ambiguous.307 When parties
claim an agreement they signed was too indefinite, that argument “frequently is an
afterthought excuse.”308 “If the parties have concluded a transaction in which it
appears that they intend to make a contract, the court should not frustrate their
intention if it is possible to reach a fair and just result, even though this requires a
choice among conflicting meanings and the filling of some gaps that the parties have
left.”309
Alpha claims that the Settlement Agreement lacks sufficiently definite terms
but does not explain why. Later, when arguing against specific performance, Alpha
306 Id.
307 See Eagle Indus., Inc. v. DeVilbiss Health Care, Inc., 702 A.2d 1228, 1233–
34 (Del. 1997) (“The reality is that the contractual language defining rights and
obligations of the parties is sometimes ambiguous. It is a court’s duty to preserve to
the extent feasible the expectations that form the basis of a contractual relationship.
When, as in the instant case, the meaning and application of contract terms are
uncertain, a court fulfills this duty by considering extrinsic evidence.”).
308 1 Arthur L. Corbin et al., Corbin on Contracts § 4.1 (1993).
309 Id.; see Eagle Force, 187 A.3d at 1232–38 (holding that contract terms were
sufficiently definite); cf. Black Horse, 2014 WL 5025926, at *18 (holding at the
pleadings stage that it was not reasonably conceivable that an agreement’s terms
were sufficiently definite where the complaint’s allegations did not “support a
reasonable inference that the parties reached an agreement as to the meaning of [the
asset to be transferred]”).
77
contends that the Settlement Agreement lacks the essential terms of a real estate
sale contract.310 That is because it was not a real estate sale contract. It was a
settlement agreement that resolved a default under a loan. It did not need to have all
the terms that a real estate contract would have.
The Settlement Agreement contains sufficient terms to determine breach and
award a remedy. The agreement defines the underlying obligations and the
collateral.311 It contains accurate recitals.312 It provides for a specific amount of
settlement fees to be paid using the Proton Green shares.313 It treats the Lender’s
ownership of the collateral as satisfying the Loan.314 And it includes detailed mutual
releases.315 The parties may disagree over the content of those obligations, but the
Settlement Agreement is sufficiently definite to constitute a valid contract.
4. Consideration
The final element is consideration. “To constitute consideration, a performance
or a return promise must be bargained for.”316
310 Dkt. 276 at 30–31.
311 JX 94 at 1–2.
312 Id. § 1.
313 Id. § 3.
314 Id. § 4.
315 Id. § 5.
316 Restatement (Second) of Contracts § 71(1).
78
An exchange of consideration supported the Settlement Agreement. The
Lender provided a release and accepted the collateral and the Proton Green shares
in satisfaction of its claims.317 The Borrower agreed that the Lender owned the
collateral and agreed to transfer title to the Proton Green shares. That is enough.318
Alpha argues that the Settlement Agreement lacks consideration because the
Loan was invalid in the first place. That argument depends on Cicoski’s lack of
authority, a position this decision has rejected.
B. The Borrower Breached The Settlement Agreement.
Because the Settlement Agreement is a valid and enforceable contract, the
next question is whether the Borrower breached it. The Lender proved breach.
1. The Obligation
Whether a breach occurred turns on the content of the contract. When
determining what a contract means, “the role of a court is to effectuate the parties’
intent.”319 Absent ambiguity, the court “will give priority to the parties’ intentions as
reflected in the four corners of the agreement, construing the agreement as a whole
and giving effect to all its provisions.”320 “When the contract is clear and
317 See JX 94.
318 See Seiden v. Kaneko, 2017 WL 1093937, at *5, 7 n.46 (Del. Ch. Mar. 22,
2017), aff’d, 177 A.3d 69 (Del. 2017) (noting that a “mutual release of all claims would
itself be sufficient to constitute adequate consideration”).
319 Lorillard Tobacco Co. v. Am. Legacy Found., 903 A.2d 728, 739 (Del. 2006).
320 In re Viking Pump, Inc., 148 A.3d 633, 648 (Del. 2016).
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unambiguous,” the court “will give effect to the plain-meaning of the contract’s terms
and provisions.”321 Only when a court “may reasonably ascribe multiple and different
interpretations to a contract” will the contract be found ambiguous.322 If one of the
two proffered interpretations “produces an absurd result or one that no reasonable
person would have accepted when entering the contract,” then that interpretation is
unreasonable and does not create ambiguity.323
As discussed previously, the parties agreed to the accuracy of the recitals in
the Settlement Agreement, thereby establishing a set of stipulated facts that served
as a background against which the Settlement Agreement operated.324 In the recitals,
the parties agreed that:
D. The indebtedness evidenced by the Note is secured by, inter alia,
certain liens and security interests granted under (i) the [Loan
Agreement] . . . , (ii) the Pledge and Security Agreement [covering the
Subsidiary’s shares, and] (iii) the mortgages granted by [the Florida
Subsidiary], a Florida corporation and wholly-owned subsidiary of the
Borrower . . . encumbering [the Properties] . . . .
F. The [Loan Agreement], the Pledge, the Guaranties, and all other
documents, instruments and agreements evidencing, securing or
relating to the Original Loan, each as amended, restated and/or
modified from time to time, are hereinafter collectively referred to as the
“Loan Documents”. All property pledged to the Lender to secure the
obligations evidenced or governed by the Loan Documents, including
without limitation, the shares of [the Florida Subsidiary] and the
321 Osborn, 991 A.2d at 1159–60.
322 Id. at 1160.
323 Id.
324 JX 94 § 1 (agreeing to “the accuracy of the recitals set forth above, which
are incorporated herein as if set forth herein and form a part of this Agreement”).
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Properties . . . will be referred to herein collectively as the “Collateral”.
...
I. As the [the Borrower] failed to agree to the terms proposed in the
Notice of Event of Default and Conditions for Standstill, (i) the Borrower
remains in breach of its obligations under the Loan Documents; (ii) the
Lender exercised its right under Section 7.2 of the [Loan Agreement], as
amended; and (iii) the Collateral, including the Subsidiary Shares, is
now held in the name of Lender. . . .325
Through these stipulations, the parties agreed that (1) the Borrower owned all of the
Subsidiary Shares, (2) the Florida Subsidiary granted the mortgages on the
Properties to secure the Loans, (3) the collateral for the Loan included both the
Subsidiary Shares and the Properties, (4) the Borrower had breach the Loan and
related documents, and (5) the Collateral—meaning the Subsidiary Shares and the
Properties—was held in the name of the Lender.
In the Settlement Agreement, the Borrower agreed to pay two fees, both in the
form of shares of Proton Green stock. One was a “Tailwind Fee” payable to Tailwind,
and the other was a “Lender Settlement Fee” payable to the Lender (jointly, the
“Settlement Fees”).326
The Settlement Agreement further provided that once the Settlement
Agreement was executed, thereby memorializing the stipulations, and once the
Settlement Fees were paid, then “the Loan is satisfied in full.”327 Once that occurred,
325 Id. at 1–2.
326 Id. § 3.
327 Id. § 4.
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the Borrower “shall have no further liability to the Lender with respect to the
Loan.”328
Read as a whole, the Settlement Agreement contemplates a basic exchange:
the Lender received the collateral and the Settlement Fees in return for giving the
Borrower a release of all claims. The Borrower breached that agreement by insisting
that it still owned the collateral.
To negate that breach, the Borrower and Alpha contend that the Settlement
Agreement did not transfer ownership of the Properties or the Subsidiary Shares to
the Lender. They say the Settlement Agreement merely required payment of the
Settlement Fees and left the Lender’s ownership of the collateral intact.
The plain meaning of the Settlement Agreement refutes that interpretation.
The parties stipulated that the Lender already held the Properties and the Subsidiary
Shares in its own name. There was no need for a transfer in light of that agreement.
The Borrower gave up any rights to the Properties and the Subsidiary Shares by
granting the Lender a release.329
The interpretation that the Borrower and Alpha advance, by contrast, “would
lead to absurd and unfounded results” that “no reasonable person would have
accepted when entering the contract.”330 The parties entered into the Settlement
328 Id.
329 See id. § 5.
330 Miramar Police Officers’ Ret. Plan v. Murdoch, 2015 WL 1593745, at *9
(Del. Ch. Apr. 7, 2015); see Osborn, 991 A.2d at 1160–61.
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Agreement to “settle any and all claims under the Loan Documents.”331 Those claims
included the Lender’s right to recover $11 million in principal, plus interest. It would
have been irrational for the Lender to release its claims in return for only the Proton
Green shares, which were worth much less. That is not a reasonable reading of the
Settlement Agreement.
To rescue its unreasonable interpretation, Alpha argues that the reference to
the Lender having an ongoing “security interest” in the collateral is inconsistent with
the Lender owning the collateral. As a matter of metaphysical curiosity, angels could
dance on the head of that pin. But the Lender understandably feared a situation like
it ultimately faced in which the Borrower reneged on its commitments. The Lender
did not want to give up enforceable security interests and be left with only an
executory contract. Alpha’s interpretation remains unreasonable.
Assuming counterfactually that Alpha had advanced a reasonable
interpretation, the extrinsic evidence defeats it. When interpreting an ambiguous
contract, a court considers
all admissible evidence relating to the objective circumstances
surrounding the creation of the contract. Such extrinsic evidence may
include overt statements and acts of the parties, the business context,
prior dealings between the parties, [and] business custom and usage in
the industry.332
331 JX 94 at 2.
332 Salamone v. Gorman, 106 A.3d 354, 374–75 (Del. 2014).
83
Here, the extrinsic evidence shows that the Borrower gave up the Properties, the
Subsidiary Shares, and the Proton Green shares in exchange for the Lender releasing
all of its claims. That is how Springett described the deal contemporaneously to his
investors.333 That is how Springett and Cicoski described the deal at trial.334
Removing any doubt, that is what a subsequent amendment to the Settlement
Agreement confirmed the deal to be. The amendment added a provision stating, “On
the date of this Agreement, Borrower relinquishes any residual rights or claims it
may have to the Subsidiary Shares to Lender.”335 In the amendment, the parties also
agreed that the Lender was the sole owner of the Subsidiary Shares and that there
were no other liens or claims to the Properties.336 Alpha and the Borrower claim there
was no consideration for the amendment because the Settlement Agreement had
released all of the Lender’s claims. The court need not reach that issue, because even
if the amendment was not an enforceable contract, it provides persuasive extrinsic
evidence confirming the nature of the deal memorialized in the Settlement
Agreement.
333 JX 486 at 7 (“We have received a signed settlement offer from the Borrower
in the deal . . . . In short, the offer is to hand over the St. Barths [sic] properties to the
Lender along with an allotment of shares in a private company they own.”).
334 See Springett Tr. 76–77; Cicoski Tr. 306–07.
335 JX 95 at 2.
336 Id.
84
2. Breach
The Borrower breached the Settlement Agreement by continuing to claim that
it owned the Subsidiary Shares and the Properties when it gave up its rights to them
in the Settlement Agreement. The Borrower claimed that the Island Subsidiary had
not redomiciled to Florida as the Florida Subsidiary, that the Island Subsidiary still
owned the Properties, and that the Borrower still owned the Subsidiary Shares. The
Borrower also claimed that the mortgages encumbering the Properties were invalid.
By taking those positions, the Borrower breached the Settlement Agreement.
The Borrower also breached the Settlement Agreement by filing the
Guadeloupe Civil Action, filing the Guadeloupe criminal complaint, sending the
Guadeloupe criminal complaint to civil authorities in St. Barts, changing the locks on
the Properties, and sending cease-and-desist letters to the Lender’s architect. The
Borrower further breached the Settlement Agreement by purporting to change the
name of the Island Subsidiary to Vue Mer and purporting to appoint Vail as its
chairman, then filing documents reflecting those purported actions with a local
commercial registry. Those actions interfered with the Lender’s possession and
ownership of the Properties and the Subsidiary Shares.
Alpha and the Borrower contend that they could not have breached the
Settlement Agreement because the Borrower never had any obligation to transfer the
Properties or the Subsidiary Shares to the Lender.337 That position is absurd. The
337 See Dkt. 276 at 27–28.
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Borrower agreed in the Settlement Agreement that the Lender already owned those
assets.
Alpha separately argues that the Borrower could file legal actions in the
Caribbean courts to pursue its rights, and if the Borrower had a good-faith basis for
its position, then it could have. Here, the Borrower lacked any good-faith basis for
disputing the Settlement Agreement. Its bad-faith filings breached the Settlement
Agreement.
C. The Release Defense
Alternatively, Alpha and the Borrower argue that even if the Borrower did
breach the Settlement Agreement, the Lender released its claim for breach. That
argument is specious.
The Settlement Agreement contains a release running from the Lender to the
Borrower and its affiliates. It states:
Upon the execution of this Agreement and payment of the Loan
Settlement Fee and Tailwind Fee (which, for the avoidance of doubt,
shall include the actual transfer of the Proton Green Shares to Lender
and Tailwind in the books of the transfer agent), Lender and Tailwind,
on behalf of themselves, and on behalf of their predecessors, successors,
direct and indirect parent companies, direct and indirect subsidiary
companies, companies under common control with any of the foregoing,
Affiliates and assigns, and its and their past, present and future officers,
directors, shareholders, interest holders, members, partners, attorneys,
agents, employees, managers, representatives, assigns and successors
in interest, and all persons acting by, through, under or in concert with
them (collectively and each of them, the “Affiliates”) hereby release and
discharge the Obligors and their Affiliates from any and all known or
unknown charges, complaints, claims, grievances, liabilities,
obligations, promises, agreements, controversies, damages, actions,
causes of action, suits, rights, demands, costs, losses, debts, penalties,
fees and expenses (including offsets and attorneys’ fees and costs
actually incurred), of any nature whatsoever, known or unknown, which
either Lender and/or Tailwind has, or may have had, against the other
86
Party, whether or not apparent or yet to be discovered, or which may
hereafter develop and for any acts or omissions related to or arising from
the Loan (the “Claims”).338
Agreements containing broad releases like this one often include precautionary
language saying that the release does not extend to claims to enforce the agreement
in which it appears. Alpha argues that because the Settlement Agreement lacks that
precautionary language, the Lender released any claim to enforce the Settlement
Agreement, because that claim would constitute a claim for “acts or omissions related
to or arising from the Loan.”339
That interpretation makes no sense. The Settlement Agreement, by its terms,
only released present or past claims—claims “which either Lender and/or Tailwind
has, or may have had.”340 At the time of the Settlement Agreement, the Borrower’s
actions that led to the Lender’s claim to enforce that agreement had not yet occurred.
If the Settlement Agreement released the Lender’s claims to enforce that very
agreement, then the agreement itself would be a nullity. That would mean the
Borrower could ignore its obligations under the Settlement Agreement, and the
338 JX 94 § 5.
339 The amendment to the Settlement Agreement may have inspired Alpha’s
argument. It added an express carveout for “any claims resulting from fraud or willful
misconduct or any rights under [the Settlement Agreement].” JX 95 at 3. That was
an obvious attempt at belt-and-suspenders drafting. At a minimum, it clarifies the
parties’ intent.
340 JX 94 § 5 (emphasis added).
87
Lender would have no recourse. No party would agree to that result.341 The court will
not adopt an absurd interpretation.
Alpha’s argument also fails as a matter of law because it would involve the
release covering claims that had not yet arisen at the time of execution. A settlement
agreement cannot release “claims arising from an event that ha[d] not yet
happened.”342
A settlement can release claims that were not specifically asserted in an
action, but can only release claims that are based on the “same identical
factual predicate” or the “same set of operative facts” as the underlying
action. Thus, it follows that a release is overly broad if it releases claims
based on a set of operative facts that will occur in the future. If the facts
have not yet occurred, then they cannot possibly be the basis for the
underlying action.343
The Delaware Supreme Court has followed this holding in several cases, confirming
that a settlement cannot release claims based on yet-to-occur operative facts.344 Even
if the parties had so intended, the Settlement Agreement could not release the
341 See Osborn, 991 A.2d at 1159–61.
342 UniSuper Ltd. v. News Corp., 898 A.2d 344, 348 (Del. Ch. 2006).
343 Id. at 347 (quoting Nottingham P’rs v. Dana, 564 A.2d 1089, 1106–07 (Del.
1989) (footnotes omitted).
344 See Griffith v. Stein, 283 A.3d 1124, 1134–35 (Del. 2022); In re Philadelphia
Stock Exchange, Inc., 945 A.2d 1123, 1146–47 (Del. 2008); see also In re AMC Entm’t
Hldgs., Inc. S’holder Litig., 299 A.3d 501, 526 (Del. Ch. 2023) (explaining that
Delaware follows the “identical factual predicate test”). A covenant not to sue, by
contrast, can address claims based on future acts. See New Enter. Assocs. 14, L.P. v.
Rich, 295 A.3d 520, 536 (Del. Ch. 2023) (“A covenant not to sue can apply to future as
well as to present claims. Unlike a release, where the cancellation of the claim and
the discharge of the released party are complete upon execution, the covenant not to
sue is an executory contract that contemplates ongoing performance.” (cleaned up)).
88
Lender’s claims to enforce it based on the Borrower’s future acts reneging on the
agreement.
D. The Fraud Defenses
Alpha and the Borrower next raise a series of defenses based on the allegedly
fraudulent nature of the Loan. None of those defenses succeed. Each is a fabrication
resulting from Vail’s conspiracy-theory-driven investigation.
First, Alpha and the Borrower argue that the Loan was a sham and that the
Borrower never received any benefit from it. To the contrary, the Loan was real, and
the Borrower benefited to the tune of $10 million. The Borrower’s outside counsel
received $9,749,910 (the remainder went to transaction fees). He transferred the
proceeds as the Family Office directed—either to Alpha, directly to the Borrower’s
creditors, or to pay other fees.345 The Borrower benefited from having its debts repaid,
received at least $3.65 million in its bank account, and used those funds to pay
Dominion Bank.346 Wolfe admitted at trial that the complaint’s allegation that the
Lender “never intended to loan any money to Green Sapphire and never actually
delivered any money to Green Sapphire” was not accurate.347 Vail, by contrast,
345 See JX 39; JX 54; JX 55.
346 JX 60; Johnston Tr. 512–17.
347 Wolfe Tr. 707.
89
persisted in insisting that the Lender “never actually delivered money to anybody.”348
That testimony was knowingly false.
Second, and more expansively, Alpha and the Borrower argue that Brownell
orchestrated the Loan as part of his efforts to defraud Ritchie through a criminal
loan-to-own scheme. They argue that Brownell paid off Cicoski to participate in the
plot. But that is not what happened. As support, they point to Brownell’s earlier
criminal conviction and claim that Brownell sought to defraud Ritchie. But Ritchie
and his associates knew about Brownell’s criminal past; they never raised it as an
issue until after Brownell and Ritchie had a falling out over other transactions.349
To bolster the fraud theory, Alpha and the Borrower argue that the Loan was
too expensive to be legitimate, but that is historical revisionism. The Buyer was in
the midst of a liquidity crisis and needed funds desperately and quickly. Its only
security was real property located in a foreign jurisdiction. The initial efforts to find
investors failed. If the Borrower had not received the funds, it would have defaulted
on a series of obligations, lost valuable collateral, and suffered negative consequences
in litigation.350 The terms of the Loan reflected those realities. The closing prompted
celebration in the Family Office.351
348 Vail Tr. 731.
349 See Cicoski Tr. 257, 259, 376, 391.
350 Id. at 231–36, 282.
351 Id. at 282.
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Alpha and the Borrower similarly argue that the extension of the Loan was too
expensive to be legitimate, but that is more revisionist hindsight. When the Borrower
could not repay the Loan by the deadline, the Loan became riskier for the Lender.
The Lender agreed to extend the deadline in exchange for additional fees and interest,
but the Borrower had no money to pay those fees. So the Lender also loaned an
additional $1 million to the Borrower that largely covered the fees that the Borrower
could not afford to pay. The Borrower never repaid the Loan and defaulted, leading
to the Settlement Agreement.
When Brownell arranged the Loan, he was acting as Ritchie’s agent and friend,
not as his enemy.352 Facing a liquidity crisis, Ritchie tasked Brownell with securing
a short-term bridge loan on whatever terms were necessary.353 Ritchie agreed to use
the Properties as collateral.354 Brownell set up the Loan so that investors would fund
it, and his control over the Lender benefited Ritchie by ensuring that his longtime
friend would have to sign off on any enforcement efforts. But after Brownell could not
fund the loan from his network and had to pass the deal on to Tailwind, the Tailwind
investors were not willing to fund a vehicle they did not control. Brownell transferred
the Lender to Tailwind and stepped into a guarantor role. The Loan called for
352 See id. at 243–44 (testifying to Brownell’s status as Ritchie’s “closest
confidant” and longtime trusted advisor who would commonly set up transactions on
Ritchie’s behalf).
353 See id. at 243, 249.
354 See id. at 241; McHugh Dep. 40.
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Brownell to receive fees that would pay him for his services and potentially repay him
for other amounts due from the Family Office, but he never received any of those
amounts.355 A portion of the Loan proceeds went to repay one prior loan Brownell
secured for the Family Office.356 Otherwise, he did not receive any benefit from the
Loan or Settlement Agreement. Brownell was helping Ritchie, not plotting against
him.
But even if Alpha and the Borrower had succeeding in proving Brownell was a
bad actor, that showing would not vitiate the Lender’s rights. Tailwind and Springett
had no involvement in any hypothetical loan-to-own scheme and no prior connection
to Brownell. Alpha and the Borrower now fault Springett for not uncovering
Brownell’s criminal history, but Tailwind was striving to meet the Borrower’s
exigencies and prioritized ensuring that it had adequate security for a high-risk loan.
Tailwind was making a hard money loan secured by collateral, not the
creditworthiness of the person who seemed to be arranging the terms as the
Borrower’s agent. Springett engaged in a reasonable level of know-your-customer due
diligence.
Springett also was not hoping to acquire the Properties. He testified credibly
that he and his investors wanted their money, interest, and fees. They did not want
to foreclose on the Properties and become real estate flippers. Springett and his
355 See JX 397 at 2–3; Cicoski Tr. 308.
356 See JX 55; Cicoski Tr. 281–82.
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investors acted consistently. They extended the maturity date, attempted to negotiate
a forbearance agreement for weeks after the Borrower defaulted, and ultimately
negotiated and entered into the Settlement Agreement.357
Finally, Alpha and the Borrower have leveled false and unjustified charges at
Cicoski. Ritchie and Wolfe told Cicoski to help with the Loan and made clear that
they had authorized the transaction.358 Cicoski did what they asked. But for Ritchie’s
decision to repurpose the funds earmarked to repay the Loan at the last minute, the
Borrower would not have defaulted. Ritchie’s decision created a renewed crisis, which
Cicoski resolved through the Settlement Agreement. Cicoski was looking out for
Ritchie’s interests as the Family Office’s general counsel.
To undermine Cicoski’s integrity, Alpha and the Borrower have cited payments
Cicoski received through Brownell’s family office, claiming they were bribes. They
were not. They were part of Brownell’s ongoing financial help to his then-friend
Ritchie: Brownell paid a portion of Cicoski’s salary when Ritchie could not.359
The Loan and the Settlement Agreement were not products of fraud.
E. The Unclean Hands Defense
In a last-ditch effort, the Borrower asserts an unclean hands defense, claiming
that “certain persons associated with Plaintiffs engaged in a deliberate and
357 See Springett Tr. 68–71.
358 Cicoski Tr. 237.
359 See id. at 317, 321–22, 374–75.
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coordinated online defamation campaign through cyber smear website as part of their
broader scheme of fraudulent asset extractions and financial misconduct.”360 The
Borrower did not substantiate any connection between the alleged perpetrators of
this supposed cyber campaign and the Lender. The allegations are unrelated to this
case. They provide no basis for the Borrower to escape the Settlement Agreement.
IV. ALPHA’S FRAUDULENT TRANSFER CLAIMS
After this case began moving forward, Alpha intervened, purportedly as a third
party adverse to the Borrower. Alpha asserted fraudulent transfer claims against
both the Lender and the Borrower: four for actual or intentional fraudulent transfer
and four for constructive fraudulent transfer. All of Alpha’s claims fail because Alpha
is not a bona fide creditor and its claims were collusive.
A. Bona Fide Creditor Status
All of the causes of action under the Delaware Uniform Fraudulent Transfer
Act (“DUFTA”) are available only to a bona fide creditor. 361 Alpha claims to be a
creditor of the Borrower under an agreement titled “Loan Agreement” and dated
February 14, 2019 (the “Alpha Agreement”).362 In substance, Alpha is an equity
investor, not a creditor.
360 Dkt. 28 at 26.
361 See Burkhart v. Genworth Fin., Inc., 275 A.3d 1259, 1269 (Del. Ch. 2022)
(“By its terms, DUFTA is inapplicable to non-creditors or non-debtors.”).
362 JX 4.
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When assessing a creditor’s claim, a court must “look past the form of the
instruments to the substance of the transactions to determine their economic
reality.”363 “The court looks to the economic reality of the surrounding circumstances,
considering the facts that confer context case-by-case, to arrive at whether
instruments functioned as debt or equity.”364 Factors like the corporation’s
capitalization, the presence or absence of fixed maturity dates, and the enforcement
of payment rights “may serve as indicia of that reality.”365 Here, those indicia show
that Alpha was not a bona fide creditor of the Borrower.
First, Alpha’s advances to the Borrower more closely resemble equity
investments than loans. Under the Alpha Agreement, the Borrower has no obligation
to pay Alpha any principal or interest on a regular schedule and no repayment
obligation of any kind until a date twenty years after each advance.366 Although
Alpha could nominally demand repayment at any time, Alpha never did. Wolfe
testified that Ritchie advanced money under the Alpha Agreement to fund the
Borrower’s investments in illiquid real estate, intending that his family would profit
363 Neem Int’l CV v. Shulman, 2025 WL 3778917, at *27 (Del. Ch. Dec. 31,
2025).
364 Id. (cleaned up).
365 Id.
366 JX 4 at 2.
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“when gains were realized.”367 Amounts would be repaid with interest “upon the
successful realization of investments.”368
In that structure, Alpha’s advances “functioned as risk capital.”369 Unlike a
creditor with a right to periodic repayments of principal and interest, Alpha would
only receive its money back if the Borrower’s investments were successful.370 That
structure is a “hallmark of equity” and “contrasts with debt instruments, which
typically feature fixed maturity dates and mandatory interest payments regardless
of corporate performance.”371 To be sure, Alpha had the right, in its “absolute
discretion,” to “require the Borrower to repay some or all of the Indebtedness at any
time and from time to time.”372 But Alpha never made any repayment demands.373
And recall that Alpha controlled the Borrower. Alpha would thus determine when
repayments happened whether Alpha demanded the repayment or not.
367 Wolfe Tr. 712.
368 Id. at 713.
369 See Neem, 2025 WL 3778917, at *27.
370 See Harbinger Cap. P’rs Master Fund I, Ltd. v. Granite Broad. Corp., 906
A.2d 218, 230 (Del. Ch. 2006) (holding that an instrument is equity where it provides
“no guaranteed right of payment” and the holder’s “fate . . . is tied directly to [the
corporation’s] business fortunes”).
371 Neem, 2025 WL 3778917, at *27.
372 JX 4 § 2.03.
373 See Azzopardi Tr. 610.
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Second, all of Alpha’s advances were unsecured. The Alpha Agreement
authorized the Borrower to draw up to $50 million without the Borrower pledging
any collateral to secure repayment.374
Third, the Borrower was inadequately capitalized. “When a corporation is
undercapitalized, a court is more skeptical of purported loans made to it because they
may in reality be infusions of capital.”375 The Borrower also did not generate any
revenue, much less regular revenue, making the Borrower a poor credit risk for the
type of long-term loan embodied in the Alpha Agreement. And Ritchie and Alpha were
affiliates. Those facts all cut “against a finding of true debt” and suggest that the
advances “were capital contributions and not loans.”376
Fourth, Alpha operated outside the Alpha Agreement, including by
transferring assets to the Borrower and loaning money in excess of the Alpha
Agreement’s nominal borrowing limit. The Borrower’s accounting for the advances
did not reflect bona fide loans either. The Borrower did not record Alpha’s advances
as debt or account for any interest until this litigation, when Ritchie’s team
retroactively altered the Borrower’s books.377 The lack of formalities operates in
374 JX 8; JX 4; see JX 169 ¶ 35 (“Alpha Carta agreed to lend Green Sapphire
approximately 1.7 times the total book value of its assets, without obtaining a
security interest in those assets or a third-party guaranty.”).
375 In re SubMicron Sys. Corp., 432 F.3d 448, 457 (3d Cir. 2006) (cleaned up).
376 Neem, 2025 WL 3778917, at *27.
377 See Johnston Tr. 497–504.
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conjunction with the other factors to further undermine the characterization of the
Alpha Agreement as a bona fide loan.
Taken together, the evidence shows that the Alpha Agreement was not a bona
fide loan. It was a synthetic equity arrangement analogous to preferred stock.
Preferred stock is a form of equity that often carries a liquidation preference equal to
its initial purchase price, pays a cumulative dividend, and accrues unpaid dividends
that increase the liquidation preference. When a liquidity event takes place, the
issuer can redeem the preferred stock for its accumulated liquidation preference. The
preferred stock may also have a redemption date or other time frame for achieving
liquidity, often between five and ten years after the initial purchase.378 The Alpha
Agreement operates in the same way. The amounts of the advances equate to a
liquidation preference, the interest adds to it, and when the Borrower achieves a
liquidity event, it repays a portion of the loan with interest. The twenty-year term of
the Alpha Agreement is even longer and therefore more equity-like than a typical
preferred stock.
378 See Shannon P. Pratt et al., Valuing a Business: The Analysis and Appraisal
of Closely Held Companies 619, 622–23 (6th ed. 2022) (discussing common features
of preferred stock, including redemption provisions); Frederick Hsu Living Tr. v. ODN
Hldg. Corp., 2017 WL 1437308, at *3 (Del. Ch. Apr. 14, 2017) (addressing mandatory
redemption right beginning five years after preferred stock investment); SV Inv. P’rs,
LLC v. ThoughtWorks, Inc., 7 A.3d 973, 976–78 (Del. Ch. 2010) (addressing five-year
preferred stock redemption right); Shiftan v. Morgan Joseph Hldgs., Inc., 57 A.3d
928, 931, 938–39 (Del. Ch. 2012) (discussing ten-year preferred stock redemption
provision); Harbinger Cap., 906 A.2d at 224–32 (treating mandatory redeemable
preferred stock as equity rather than debt).
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Alpha argues that the facts do not matter because the Borrower admitted in
its pleadings and in its bankruptcy filing that Alpha is a bona fide creditor. As
discussed in the next section, that is simply additional evidence that Alpha’s claims
were collusive. A collusive admission does not bind the court.379
In substance, Alpha is an equity investor in the Borrower, not a bona fide
creditor. As an equity investor, Alpha cannot assert fraudulent transfer claims.
B. Collusive Litigation
More broadly, Alpha’s claims against the Borrower fail because they are
collusive. “A fictitious or collusive action will not be entertained by the courts, since
no actual and justiciable controversy is presented.”380
Common law courts “require actual adverse parties.”381 A person, including a
corporation, cannot sue itself.382 A sufficient adversity of interests can exist between
379 In reaching this conclusion, the court does not attribute misconduct to
Alpha’s or the Borrower’s present or former Delaware counsel. The court suspects
that at the outset of the case, they were unaware of Ritchie’s control over both Alpha
and the Borrower. Like the court when ruling on the motion to intervene, they
credited the entities’ separate status. As discovery generated information that might
contradict that belief, the powerful effect of confirmation bias likely led them to
discount evidence unfavorable to their clients and credit confirmatory evidence. Most
notably, they may have evaluated witness credibility differently than the court. If one
believes the defense witnesses and discredits Springett and Cicoski, then the facts
look very different.
380 1A C.J.S. Actions § 70.
Michael Herz, United States v. United States: When Can the Federal
381
Government Sue Itself?, 32 Wm. & Mary L. Rev. 893, 901 (1991).
382 Id. at 905–06.
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entities in a corporate group,383 but when it is lacking, a justiciable controversy does
not exist.
As a practical matter, Alpha’s claims against the Borrower involve Ritchie
suing himself.
• Ritchie controls the Family Office, including the Personal Trust and the Family
Trust. He also controls the Back Office.
• Through the Back Office and the Family Trust, Ritchie controls Alpha.
• Through the Back Office and the Personal Trust, Ritchie controls the
Borrower.
• When Alpha filed its claims, Wolfe served simultaneously as a director of the
Borrower, a director of the Back Office, a director of the Family Trustee, and a
director of the Personal Trustee that controls the Personal Trust and Alpha.
• When Alpha filed its claims, Vail served as a director of the Borrower and as a
director of Alpha. He verified Alpha’s third-party complaint and then appeared
at trial as the Borrower’s client representative.
• Because of the positions Wolfe and Vail held when Alpha filed its claims, they
embodied and could act contemporaneously on behalf of the entities on both
sides of the purported dispute between the Alpha and the Borrower.
• The Borrower answered Alpha’s complaint by admitting all of its allegations.
• Alpha and the Borrower collaborated throughout the action, coordinating on
pre-trial briefing, witness presentations, post-trial briefing, and post-trial
argument.
• Alpha paid the Borrower’s litigation expenses.384
383 See, e.g., Next Level Commc’ns, Inc. v. Motorola, Inc., 834 A.2d 828 (Del. Ch.
2003) (controlled subsidiary suing controlling-stockholder parent for breach of
fiduciary duty).
384 See JX 164 at 4; Yuskus Tr. 661, 663.
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Alpha did not need to intervene for the Borrower to assert as a defense that Alpha’s
claims had priority over the Settlement Agreement. The Borrower could have made
that argument itself. Instead, Ritchie caused Alpha to pretend to be adverse to the
Borrower. Only the Lender’s persistent efforts during discovery and at trial revealed
the extent of Ritchie’s control and the collusive nature of Alpha’s positions.
The court will not turn a blind eye to Ritchie’s effort to undo a transaction he
no longer likes by causing his right hand to sue his left for something the left hand
did with his knowledge and authorization. The collusive nature of Alpha’s claims
provides a separate and independent basis for dismissal.385
C. Claim-Terminating Sanctions For Ritchie’s Refusal To Appear
The plaintiffs also seek claim-terminating sanctions based on Ritchie’s refusal
to appear to testify at trial. If the plaintiff had subpoenaed Ritchie to appear at trial,
then that sanction would have been warranted. But they did not, so the sanction is
unavailable.
Through its jurisdiction over an entity, the court “can compel the biological
persons who serve as its directors, officers, and managing agents to appear as
385 Alpha’s breach of contract claim against the Borrower for nonpayment of
loans under the Alpha Agreement likewise fails. Ritchie controls both Alpha and the
Borrower. The same individuals served on the boards of Alpha and the Borrower or
the entities that control them. They could cause the Borrower to repay Alpha at any
time. But Alpha’s allegation that it demanded repayment was false. See Yuskus Tr.
660; Azzopardi Tr. 610. Alpha’s breach of contract claim was also collusive, just like
its fraudulent transfer claims. In fact, when wearing his Alpha hat, Ritchie did not
really want to recover money from the Borrower. He simply wanted to block the
Lender from recovering. Unsurprisingly, Alpha and the Borrower ignored Alpha’s
breach of contract claim against the Borrower in their post-trial briefing.
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witnesses at trial or for a deposition in a particular location.”386 Ritchie caused Alpha
to intervene in this action. By doing so, he subjected Alpha to this court’s jurisdiction.
As the individual who controls Alpha, Ritchie is Alpha’s managing agent. The court
could therefore compel Alpha to produce Ritchie to appear at trial, with the
consequences for Ritchie’s failure to appear falling on Alpha rather than on Ritchie
personally.387
The plaintiffs had ample grounds to invoke this court’s jurisdiction to compel
Alpha to produce Ritchie at trial. Alpha’s fraudulent transfer claims and the
Borrower’s defenses rested on the assertion that Ritchie knew nothing about the
Loan. Rather than appearing himself to testify on those topics, Ritchie, Alpha, and
the Borrower relied on witnesses who lacked personal knowledge on key events and
parroted made-for-litigation conspiracy theories.388 The plaintiffs could have
386 In re Dole Food Co., Inc. S’holder Litig., 110 A.3d 1257, 1262 (Del. Ch. 2015);
see Hamilton P’rs, L.P. v. Englard, 11 A.3d 1180, 1215 (Del. Ch. 2010) (“The power to
compel a corporate defendant to appear at trial would be a hollow one if it meant only
that the certificate of incorporation would be placed in the witness box.”).
387 See Summit Healthcare Operating P’ship, L.P., v. Best Years, LLC, — A.3d
—, —, 2026 WL 616183, at *2–6 (Del. Ch. Mar. 4, 2026) (holding that witness was a
party’s managing agent and exercising discretion to order witness to testify at trial).
388 That tactical choice is arguably sufficient to undermine Alpha’s claims. “It
is a well established principle that the production of weak evidence when strong is,
or should have been, available can lead only to the conclusion that the strong would
have been adverse.” Smith v. Van Gorkom, 488 A.2d 858, 878 (Del. 1985), overruled
on other grounds by Gantler v. Stephens, 965 A.2d 695 (Del. 2009); accord Kahn v.
Lynch Commc’n Sys., Inc., 638 A.2d 1110, 1118 n.7 (Del. 1994).
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subpoenaed Alpha to produce Ritchie as a managing agent with personal knowledge
of the facts.
But the plaintiffs did not issue a trial subpoena to Alpha to compel Ritchie to
appear. The court therefore will not impose a claim-dispositive sanction as another
basis for entering judgment against Alpha.
D. The Merits Of The Fraudulent Transfer Claims
The fraudulent transfer claims also fail on their own merits. Most notably, the
Borrower did not engage in any transfers with actual intent to hinder, delay, or
defraud Alpha, and the Borrower received reasonably equivalent value for the
transfers. But because of the court’s rulings on Alpha’s creditor status and the
collusive nature of its claims, the court need not reach those issues.
V. REMEDIES
Because the Lender proved breach, and because none of Alpha’s or the
Borrower’s defenses have merit, the Lender is entitled to a remedy. The resulting
remedy is multifaceted.
A. Specific Performance
The Lender is entitled to a decree of specific performance compelling the
Borrower to comply with the Settlement Agreement. To comply with the Settlement
Agreement, the Borrower must actually transfer control over the Subsidiary Shares
and the Properties to the Lender.
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“Specific performance is a specialized form of mandatory injunction that
requires a party to fulfill its contractual obligations.”389 It is “an equitable remedy
designed to protect a party’s expectations under a contract.”390 Specific performance
requires a showing, by clear and convincing evidence, that “(1) a valid, enforceable
agreement exists between the parties; (2) the party seeking specific performance was
ready, willing, and able to perform under the terms of the agreement; and (3) a
balancing of the equities favors an order of specific performance.”391
The Lender has proven each element. As discussed above, the Settlement
Agreement is a valid and enforceable agreement. The Lender is not only ready,
willing, and able to perform; it already has performed. That leaves only the balancing
of the equities.
Balancing the equities requires considering whether “specific enforcement of a
validly formed contract would cause even greater harm than it would prevent.”392 The
equities generally weigh against the breaching party, which only need do what it
agreed to do in the first place.393 The equities fall particularly hard against a party
389 26 Cap., 309 A.3d at 464.
390 Sarissa, 2017 WL 6209597, at *26.
391 BAE Sys. Info. & Elec. Sys. Integration, Inc. v. Lockheed Martin Corp., 2009
WL 264088, at *7 (Del. Ch. Feb. 3, 2009).
392 Hastings Funeral Home, Inc. v. Hastings, 2022 WL 16921785, at *8 (Del.
Ch. Nov. 14, 2022).
393 See Level 4 Yoga, LLC v. CorePower Yoga, LLC, 2022 WL 601862, at *30
(Del. Ch. Mar. 1, 2022) (“[A]s CorePower breached the APA . . . the balance of equities
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that has engaged in “opportunistic maneuvers to escape its contractual obligations”
that “offend basic notions of equity.”394
Here, the Borrower could have complied with its obligations easily. Instead,
the Borrower contended that the Settlement Agreement was a fraud and claimed it
was unauthorized. The Borrower deliberately interfered with the Lender’s rights. The
equities therefore weigh against the Borrower.
The equities also weigh in favor the Lender. “[I]n the absence of specific
performance, [the Lender] will lose the benefit of [its] bargain under the contract.”395
The Borrower agreed in the Settlement Agreement that the Lender held the
Properties and the Subsidiary Shares. To allow the Borrower to retain the Properties
and the Subsidiary Shares would deprive the Lender of its security and convert it
into an unsecured creditor, contrary to its agreement.
Concerns about payment further justify specific performance. The Borrower
owed over $16 million in principal, interest, and fees.396 It agreed that the Lender
could take ownership of the Subsidiary Shares and the Properties in exchange for
forgiving that debt. Limiting the Lender to a monetary remedy would provide
decidedly favors Level 4.”); Hastings Funeral Home, 2022 WL 16921785, at *8 (“I find
that the equities tip in HFH’s favor since it has not breached the Agreement . . . .”).
394 Sarissa, 2017 WL 6209597, at *27.
395 Schell Bros., LLC v. Pickard, 2023 WL 7132358, at *3 (Del. Ch. Oct. 30,
2023).
396 See Johnston Tr. 528.
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incomplete relief. As Cicoski testified, the Borrower has faced “constant liquidity
challenges,”397 and Ritchie has a history of repurposing funds to prioritize other
debts.398 An order confirming that the Lender owns the Properties and the Subsidiary
Shares is thus “more certain, prompt, complete, and efficient than a damages
award.”399
To invert the balancing of the equities, Alpha suggests that specific
performance would harm the interests of “innocent third parties” (namely Ritchie’s
family members). That contention ignores the reality that Ritchie controls every
entity in the Family Office, including the Family Trust. Ritchie cannot hide behind
his wife and children to avoid a deal he authorized. Nor will holding the Borrower to
its bargain cause meaningful hardship to Ritchie or anyone else. Alpha contends that
Ritchie’s wife has a special place in her heart for the Properties, and that may be so,
but that merely reinforces the fact that the Properties are unique. The Lender is
entitled to them.
The Borrower argues that specific performance is impracticable because the
Properties are in St. Barts, relying on 26 Capital. Unlike in that case, there is no risk
that a decree of specific performance “would cause a citizen of a foreign country to
397 Cicoski Tr. 317.
398 See id. at 291.
399 United BioSource LLC v. Bracket Hldg. Corp., 2017 WL 2256618, at *4 (Del.
Ch. May 23, 2017) (discussing prospect of “uncertainty” over whether the defendant
could satisfy multi-million-dollar judgment and granting specific performance).
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risk violating an order issued by that country’s highest court” and “may cause a party
to take action that could subject it to criminal contempt.”400
Alpha last argues that specific performance is inappropriate because there is
no performance left to compel. According to Alpha, because the Borrower agreed in
the Settlement Agreement that the Lender owns the Subsidiary Shares and the
Properties, everything that needed to be done has been done, so there is no need for
a decree of specific performance.
Alpha confuses the legal effect of an agreement with the reality on the ground.
The Lender indeed owns the Subsidiary Shares and the Properties as a result of the
Settlement Agreement. But that does not mean the Borrower complied with its
commitment by giving up actual control over those assets. Envision a residential real
estate transaction in which the seller agreed that the buyer owned the house, but
then never vacated the property, changed the locks to keep the buyer out, and kept
living in the house. Nominal legal title would have passed, but a court still could issue
a decree of specific performance to eject the seller from the property. That is the case
here.
The decree of specific performance will require the Borrower to take all actions
necessary to establish the Lender’s ownership and control over the Subsidiary Shares
and the Properties. The Borrower must take all actions necessary, in the reasonable
judgment of the Lender, to:
400 26 Cap., 309 A.3d at 471.
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• remove any uncertainty about the domestication of the Island Subsidiary as
the Florida Subsidiary;
• remove any uncertainty about the Lender’s title to the Subsidiary Shares;
• ensure that the Florida Subsidiary is the sole owner of the Properties, free of
any liens and encumbrances; and
• ensure that the Lender can access the Properties.
B. Injunctive Relief
The Lender is also entitled to permanent injunctive relief. That relief involves
both negative and affirmative elements.
A permanent injunction is a form of final relief that prohibits a party from
taking action or compels a party to take action. In its negative version, it is “a decree
of the court whereby defendant is perpetually inhibited from the assertion of an
assumed right, or perpetually restrained from the commission of an act which would
be contrary to equity and good conscience.”401 In its affirmative or mandatory version,
it is a decree that orders a party to take action on pain of contempt.402
“Because a permanent injunction is final relief, it does not require a showing
of imminent irreparable harm.”403 A preliminary injunction requires that showing to
justify the issuance of interim relief before the case can be adjudicated on the merits.
401 James L. High, A Treatise on the Law of Injunctions as Administered in the
Courts of the United States and England § 3, at 4 (1879), quoted in In re COVID-
Related Restrictions on Religious Servs., 285 A.3d 1205, 1228 (Del. Ch. 2022).
402 See 2 Monica E. McFadden, Litigating Tort Cases § 13:4, at n.11 (2024)
(collecting authorities).
403 COVID-Related Restrictions, 285 A.3d at 1228.
108
Once the case has been adjudicated, the need for interim relief is no longer a
consideration, so that showing is no longer necessary. A permanent injunction
instead requires a showing that other remedies are inadequate.404 A showing of
irreparable harm can satisfy that requirement, but other ways exist, including:
• Showing that the defendant acted “in such a way that the plaintiff may be
required to bring more than one suit to effectuate his legal remedy . . . .”405
• Showing that although money could be an adequate remedy, “the defendant is
insolvent and [the judgment] is not collectible.”406 In this setting, a permanent
injunction may issue if “the defendant is still capable of rendering the
performance to which the plaintiff is entitled as an alternative to the money
. . . .”407
• Showing that the plaintiff is entitled to damages “if damages could be
measured with any reasonable degree of accuracy, but under the facts damages
are so speculative that any award is likely to be inadequate.”408
This decision has explained twice why a legal remedy is inadequate, first when
holding that this court can exercise subject matter jurisdiction and again when
holding that specific performance is an appropriate remedy.
The final order will provide for a negative permanent injunction barring the
Borrower, Alpha, their associates and affiliates, and anyone acting in concert with
404 Id.
405 Dan B. Dobbs, Law of Remedies: Damages—Equity—Restitution, § 2.5, at
57 (2d ed. 1993).
406 Id.
407 Id. at 57–58.
408 Id. at 58.
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them from (1) asserting any rights to ownership or control over the Subsidiary Shares
and the Properties and (2) interfering with the Lender’s ownership and control over
the Subsidiary Shares and the Properties.
The final order will provide for a mandatory permanent injunction requiring
the Borrower to take the actions described in the section addressing the decree of
specific performance. If a reviewing court were to interpret the remedy of specific
performance strictly as available only to enforce a contractual provision requiring
action, then a mandatory injunction grounded in equity can provide equivalent relief.
The arguably duplicative relief of specific performance and a mandatory injunction
will hopefully avoid any remedial slipups that could leave the Lender without a
means of enforcing its rights.
The final order also will provide for a mandatory injunction compelling Alpha
to transfer any Subsidiary Shares to the Lender. In the Loan Agreement and again
in the Settlement Agreement, the Borrower represented that it owned 100% of the
Subsidiary’s equity. During this case, the Borrower and Alpha claimed that a third
party owned 1% of the equity, rendering those representations false. Alpha has
subsequently acquired that share. Alpha must convey that share to the Lender so
that the Lender receives 100% of the equity in the Subsidiary.
C. Damages For Loss Of The Building Permit
The Lender is also entitled to an award of damages for harm the Borrower
caused by breaching the Settlement Agreement.
When the Borrower breached the Settlement Agreement by preventing the
Lender from accessing the Properties, the Borrower harmed the Lender by delaying
110
construction. During the delay, the Lender’s building permit expired. The Lender had
made enough progress on construction to secure an extension until July 28, 2025, but
the Lender need to continue construction to keep the permit in force. The Borrower
prevented that from happening by changing the locks, sending cease-and-desist
letters to the Lender’s architect, and sending its frivolous criminal complaint to the
local authority in St. Barts. The Lender promptly sought relief from this court, but
the Borrower managed to derail this litigation by obstructing discovery, filing for
bankruptcy, and removing the case to federal court twice. Those actions prevented
the Lender from obtaining interim relief before the building permit expired. The
environmental sensitivity of the Properties makes it unlikely that the Lender can
obtain a comparable permit.409
Because the Borrower’s breach of the Settlement Agreement resulted in the
Lender’s loss of a unique and valuable building permit, restoring the Lender’s
ownership and possession of the Properties alone will not make the Lender whole.
The Lender is also entitled to damages.
“Damages are not recoverable for loss beyond an amount that the evidence
permits to be established with reasonable certainty.”410 But “[w]here the injured
party has proven the fact of damages—meaning that there would have been some
profits from the contract—less certainty is required of the proof establishing the
409 See Springett Tr. 101.
410 Restatement (Second) of Contracts § 352.
111
amount of damages.411 “Courts in Delaware and other jurisdictions have frequently
applied the ‘wrongdoer rule’ where the wrongdoer’s breach contributed to uncertainty
over the amount of damages.”412 When uncertainty as to damages results from a
defendant’s conduct, “fundamental justice requires that . . . the perils of such
uncertainty should be laid at defendant’s door.”413
The Lender proved the fact of damages. Quantifying those damages requires
determining the difference between (1) the value of the Properties with the
improvements, less their cost of completion, and (2) the value of the Properties
without improvements. The Lender provided a real estate appraiser’s report valuing
the Properties at €12 million in December 2023 without improvements and in a range
of €15–€16 with improvements.414 The lower end of the latter range points to damages
of €3 million. The Borrower decries these figures as speculative, but the Lender
responds that more exacting figures are not available because the Borrower
interfered with the renovations early in the process.
The Lender’s appraisal is sufficient to support a damages remedy. The
Borrower caused the uncertainty about damages by breaching the Settlement
411 Siga Techs., Inc. v. PharmAthene, Inc., 132 A.3d 1108, 1131 (Del. 2015).
412 Id. at 1131 n.132 (collecting cases).
413 Am. Gen. Corp. v. Cont’l Airlines Corp., 622 A.2d 1, 10 (Del. Ch. 1992)
(internal quotation marks omitted).
414 JX 242 at 8–9; see JX 243 at 8–9.
112
Agreement, so the Borrower cannot be heard to complain about the absence of a more
specific estimate.
The final order will award €3 million in damages. The plaintiffs are also
entitled to pre-judgment and post-judgment interest at the legal rate, compounded
quarterly, from July 29, 2025, through the date of payment. If the legal rate changes
during a compounding interval, then the new rate becomes effective at the beginning
of the next compounding interval.
D. Fee Shifting For Bad Faith Litigation Conduct
Another element of the remedy is an award of expenses, including attorneys’
fees. Delaware follows the American Rule, under which “litigants are normally
responsible for paying their own litigation costs.”415 But the Supreme Court “has
recognized limited equitable exceptions to that rule, including the exception for ‘bad
faith’ conduct during the litigation.”416 The court applies this exception both to
mitigate the harm the affected party has suffered and “to deter abusive litigation and
to protect the integrity of the judicial process.”417 An award is warranted here.
Delaware courts have shifted fees under the bad faith exception where
defendants “forced the plaintiff to engage in litigation that would not have been
415 Mahani v. Edix Media Gp., Inc., 935 A.2d 242, 245 (Del. 2007).
416 Montgomery Cellular Hldg. Co. v. Dobler, 880 A.2d 206, 227 (Del. 2005).
417 Id.; see Martin v. Harbor Diversified, Inc., 2020 WL 568971, at *1 (Del. Ch.
Feb. 5, 2020) (“[I]t is a method for reducing and appropriately allocating the costs of
vexatious behavior sufficiently serious that justice requires such mitigation.”), aff’d,
244 A.3d 682 (Del. 2020).
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necessary if the defendants had acted with even minimal responsibility.”418 Delaware
courts have also awarded expenses (including attorneys’ fees) where parties
“defended the action despite their knowledge that they had no valid defense,”
“delayed the litigation and asserted frivolous motions,” “falsified evidence,” or
“changed their testimony to suit their needs.”419
Ritchie, his associates, and his affiliates—including both the Borrower and
Alpha—engaged in egregious litigation misconduct that warrants an award of
expenses.
First, Ritchie caused Alpha to intervene in this litigation and assert collusive
claims. Through that effort, Ritchie sought again to sow anarchy in the civil justice
system.420
Second, Alpha and the Borrower made allegations that were recklessly
misleading or knowingly false. They claimed falsely that the Loan was a sham. The
Borrower asserted in its affirmative defenses to the plaintiffs’ complaint that it “did
not receive any funds that were allegedly wired.”421 And Alpha alleged in its third-
party intervenor complaint that the Lender “never intended to loan any money to [the
418 Montgomery Cellular, 880 A.2d at 228.
419 Id; see Johnston v. Arbitrium (Cayman Is.) Handels AG, 720 A.2d 542, 546
(Del. 1998).
420 See JX 7 at 57–58.
421 Dkt. 28 at 26.
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Borrower] and never actually delivered any money to [the Borrower].”422 Alpha and
Vail doubled down on these assertions at trial.423 In fact, the Borrower both benefited
from the Loan and received a portion of the proceeds in its bank account.424
Alpha and the Borrower also claimed that they were unaffiliated, independent
entities. When supporting Alpha’s motion to intervene, the Borrower claimed that
“[t]here is no basis for Plaintiffs’ assertion that Alpha Carta and Green Sapphire are
affiliates with common owners,” and represented that “Thane Ritchie does not control
the Petro Carta Trust (Green Sapphire’s sole stockholder).”425 In fact, Ritchie controls
both entities, which are part of his Family Office.426
In addition to those big falsehoods, Alpha claimed it had demanded payment
from the Borrower of all amounts under the Alpha Agreement.427 In reality, Alpha
never made a demand before filing its third-party complaint.428
Third, Alpha and the Borrower sought to delay and derail this litigation. When
the litigation began to move forward on an expedited basis, the Borrower tactically
422 Dkt. 67 ¶ 48.
423 See Vail Tr. 729–30; Dkt. 276 at 50.
424 See JX 60; JX 164 at 7; Johnston Tr. 512–17; Cicoski Tr. 281–82; Wolfe Tr.
708–09.
425 Dkt. 65 at 4.
426 See Cicoski Tr. 226–27, 295; JX 169 ¶ 37.
427 Dkt. 67 ¶ 169.
428 See Yuskus Tr. 660; Azzopardi Tr. 610.
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filed for bankruptcy. Then, when it appeared the Lender would secure relief from the
stay, the Borrower modified hundreds of entries in its general ledger to support
Alpha’s claims.429 After the bankruptcy court lifted the stay, the Borrower removed
the lawsuit twice on the same grounds. Each time the district court promptly
remanded the case, noting on the second occasion that the Borrower had acted
improperly and was obstructing the bankruptcy court’s order.430 During discovery,
the Borrower repeatedly missed deadlines and exhibited “an overall lack of
transparency and inability to follow through on its commitments to the other
parties.”431 Ritchie sought to avoid giving a deposition, requiring the Lender to seek
relief from the court twice.432
Shifting expenses (including attorneys’ fees) is warranted under the bad faith
exception to the American Rule. The plaintiffs are entitled to recover all of the
litigation-related expenses, including attorneys’ fees and costs. The Borrower and
Alpha are jointly and severally liable for the amount.
429 See JX 169 at 24–25; Johnston Tr. 497–500; Wolfe Tr. 710–11; Yuskus Tr.
658–59.
430 Dkt. 192. See 14C C. Wright & A. Miller, Federal Practice & Procedure §
3739 (Rev. 4th ed. 2025) (“After a case has been remanded to state court, a second
notice of removal on the very same ground that led to the initial removal is likely to
be rejected by the district court and may be considered to have been interposed in bad
faith.”). A party may have a legitimate, good-faith basis to file for bankruptcy or
remove a case to federal court. Here, the Borrower did not.
431 Dkt. 288 at 3.
432 See Dkt. 193; Dkt. 217; Dkt. 224; Dkt. 236.
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E. Equitable Subordination
The last issue is equitable subordination. This decision has awarded relief to
the Lender, including awards of damages. To ensure that Alpha cannot use the Alpha
Agreement to interfere with the Lender’s ability to pursue the Borrower for those
amounts, any claims Alpha has against the Borrower under the Alpha Agreement are
subordinated to the judgment.
“Equitable subordination is a doctrine that, based on a creditor’s inequitable
conduct and its effect on other creditors, allows that creditor’s debt to be subordinated
to other claims in bankruptcy or allows the creditor’s liens to be transferred to the
bankruptcy estate.”433 The court has applied the doctrine to ensure that a wrongdoer
could not use the fruits of its wrongdoing to interfere with the collection of a
judgment.434
As discussed previously, the Alpha Agreement is, in substance, an equity
investment. It therefore should be junior to the Lender’s recovery. In light of Alpha’s
433 Nelson v. Emerson, 2008 WL 1961150, at *4 (Del. Ch. May 6, 2008).
434 In re Dura Medic Hldgs., Inc. Consol. Litig., 331 A.3d 796, 830 (Del. Ch.
2025) (“The Comvest Parties engaged in the Challenged Financings at the Company
level. That gave those financings structural priority over the Seller Note, which
Holdings issued. As a remedy for the Comvest Parties’ legal and equitable violations,
the Challenged Financings are equitably subordinated to be junior to the Seller
Note.”); GB-SP Hldgs., LLC v. Walker, 2024 WL 4799490, at *1 (Del. Ch. Nov. 15,
2024) (“And, as a remedy for the creditor’s aiding and abetting that breach, its debt
is equitably subordinated as to any amounts collected or received by or on behalf of
the Company from the directors as a result of that disgorgement.”); Lake Treasure
Hldgs., Ltd. v. Foundry Hill GP LLC, 2014 WL 5192179, at *9 (Del. Ch. Oct. 10, 2014)
(“Klee’s loan to the Partnership in the amount of $136,200, together with any interest,
is equitably subordinated to the claims of all other creditors.”).
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bad-faith conduct, equitable subordination is warranted. The amounts due under the
judgment have priority over any amounts that Alpha has advanced to the Borrower.
VI. POST-TRIAL MOTIONS
On the eve of post-trial argument, Alpha and the Borrower filed two post-trial
motions. Both are denied.
A. Alpha’s Motion To Reopen And Supplement The Record
During this litigation, Cicoski testified about receiving multiple threats,
including that a “man with a gun arrived at my home after nightfall” to deliver a
“vitriolic” letter from out-of-state litigation counsel for the Family Office.435 Cicoski’s
counsel filed a letter informing the court of several additional threatening text
messages he received after trial.436 McHugh also testified that she received
threatening messages before her deposition.437 After trial, Alpha moved to reopen and
supplement the trial record to respond to those allegations and introduce evidence
about threats to Wolfe.438 Alpha seeks to introduce its own evidence to rebut the
inference that Ritchie, Alpha, or the Borrower were behind the threats to Cicoski and
McHugh.
435 Cicoski Tr. 311–12.
436 Dkt. 281.
437 McHugh Dep. 10–16.
438 Dkt. 287.
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The court has not made any factual findings about the alleged threats, has not
drawn any inferences based on the threats, and has not taken the representations
about threats into account when evaluating credibility or weighing the evidence.
Reopening and supplementing the trial record is unwarranted. Alpha’s motion is
denied.
B. The Borrower’s Motion To Dismiss The Florida Subsidiary For Lack
Of Standing
On the morning of post-trial argument, the Borrower moved to dismiss the
Florida Subsidiary on the theory that it is not a party to the Settlement Agreement.439
That argument comes too late. The Lender caused the Florida Subsidiary to sue
because the Lender believed it controlled the Florida Subsidiary and the Florida
Subsidiary should have held title to the Properties. The Borrower created uncertainty
by claiming that the Island Subsidiary was never properly redomiciled in Florida and
continues to exist as a separate entity under a different name. The Florida Subsidiary
is a proper party for purposes of that relief. The Borrower’s motion is denied.
VII. CONCLUSION
Judgment will be entered for the plaintiffs and against the Borrower. The
judgment will include a declaration that the Lender is the rightful owner of the
Subsidiary Shares and the Properties. The Borrower must take all actions necessary
to remove any doubt about the domestication of the Island Subsidiary in Florida as
the Florida Subsidiary, the transfer of the Subsidiary Shares to the Lender, and the
439 Dkt. 289.
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transfer of title to the Properties to the Lender. The Lender is entitled to damages of
€3 million, plus pre-judgment and post-judgment interest through the date of
payment.
The court will enter judgment against Alpha on all of its claims.
The court awards the Lender its expenses, including attorneys’ fees. If the
parties cannot agree on an amount, then the Lender may move to quantify the award.
Alpha’s loans to the Borrower are equitably subordinated to the Lender’s
recovery.
Within thirty days, the parties must submit proposed final order that is agreed
as to form. If there are issues that need to be addressed before a final order can be
entered, then the parties must submit a joint letter identifying those issues and
proposing a path forward. Any remaining items must be existing issues that need to
be addressed to resolve this proceeding. This instruction is not an invitation to raise
new issues or seek a do-over.
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