© 2012 Thomson Reuters. No Claim to Orig. US Gov. Works.
TINDER, Circuit Judge.
To recoup about $1.9 million in margin debt from a group of businessmen once dubbed “The ‘Bad Boys’ of
Chicago Arbitrage,” FN1 Wachovia Securities raised veil piercing and fraudulent transfer claims. That was shrewd
because this is a particularly compelling case for both given that the district court’s generally undisputed findings—a
convoluted web of entities, insider transactions, and sham loans all designed to avoid financial responsibility—
soundly supported the claims.
FN1. See Greg Burns, The ‘Bad Boys’ of Chicago Arbitrage, BusinessWeek, Aug. 5, 1996, available at
http:// www. businessweek. com/ 1996/ 32/ b 34876. htm.
I. Factual Background
Appellants Leon Greenblatt, Andrew Jahelka, and Richard Nichols embrace a “three men and a telephone”
A focus of this appeal is a $9.9 million line of credit Banco gave Loop on January 3, 2000. In exchange, Loop
gave Banco a blanket lien over Loop’s assets (once totaling an estimated $32 million) at a 12% interest rate. A prom-
issory note and a security agreement documented this transaction. Greenblatt signed for Banco and Jahelka signed
for Loop. On the same day, a handful of Loop subsidiaries entered into a participation agreement on the line of cred–
it through which they (and other entities associated with the Loop owners) advanced $3 million to Loop. This ar-
(HRMI) on margin. Yet on May 22, 2001, the NASDAQ halted trading in HRMI.FN2 The value of Loop’s HRMI
stock plunged prompting Wachovia to issue a margin call on Loop‘s account. Wachovia liquidated Loop’s account,
but a $1,885,751 debt remained. The Banco–Loop line of credit also matured at the end of 2001 and Loop defaulted.
Instead of enforcing the loan‘s terms or attempting to collect, in 2002 Banco extended and expanded the line of cred–
it to Loop. Greenblatt testified that loaning Loop more money maximized “the value of Loop’s assets.” Banco ad-
Meanwhile, Loop‘s debt to Wachovia went unpaid. Greenblatt did not let Loop use the Banco loan to repay Wa-
chovia, citing the loan’s terms, but in reality, the terms were quite broad. Greenblatt testified that the loan’s terms
covered buying HRMI stock but later claimed that its purchase was a “cost” and that the margin debt was “financ-
ing.” When given the note’s language stating that the loan’s purpose included “repayment of prior indebtedness … or
other purpose approved by” Banco, Jahelka acknowledged that the terms did not require Banco‘s approval to use the