United States v. Ileana Osborne

CourtCourt of Appeals for the Sixth Circuit
DecidedApril 2, 2020
Docket19-3182
StatusUnpublished

This text of United States v. Ileana Osborne (United States v. Ileana Osborne) is published on Counsel Stack Legal Research, covering Court of Appeals for the Sixth Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
United States v. Ileana Osborne, (6th Cir. 2020).

Opinion

NOT RECOMMENDED FOR PUBLICATION File Name: 20a0191n.06

Nos. 17-4045/17-4047/19-3182

UNITED STATES COURT OF APPEALS FOR THE SIXTH CIRCUIT FILED UNITED STATES OF AMERICA, ) Apr 02, 2020 ) DEBORAH S. HUNT, Clerk Plaintiff-Appellee, ) ) ON APPEAL FROM THE v. ) UNITED STATES DISTRICT ) COURT FOR THE ILEANA OSBORNE, et al., ) NORTHERN DISTRICT OF ) OHIO Defendant-Appellant. ) )

BEFORE: ROGERS, KETHLEDGE, and LARSEN, Circuit Judges.

ROGERS, Circuit Judge. Following an August 2015 conviction for bank fraud and a

$29 million restitution sentence, Ileana Osborne conveyed her one-half interest in a Florida home

to her ex-husband, Samuel Osborne, for $100. In a 2012 divorce decree, Ileana also transferred to

Samuel her interest in a lawsuit involving the Florida home. The Government alleged that these

transfers were fraudulent under the Federal Debt Collection Procedures Act (“FDCPA”). The

district court granted summary judgment in favor of the Government. Because a genuine issue of

material fact remains as to whether the Florida home lacked a net positive value at the time of the

conveyance—and thus whether it did not constitute an “asset” within the reach of the FDCPA—

defendants are entitled to a trial on that claim. The same cannot be said, however, of Ileana’s right

to recover in the Florida lawsuit, which is indisputably an “asset” under the FDCPA, and which

Ileana transferred with actual intent to defraud. The district court therefore properly granted Nos. 17-4045/17-4047/19-3182, United States v. Osborne, et al.

summary judgment for the Government on that claim. The district court also correctly dismissed

Samuel’s equitable contribution claims on the basis of the unclean hands doctrine. Finally,

defendants’ request to reassign this case to a different district judge on remand is without merit.

I.

In the early 2000s, Ileana Osborne began developing real estate in the panhandle region of

Florida. She partnered with investor and real estate developer Jack Coppenger to recruit clients

from Ohio who were interested in buying Florida property. Starting in 2004, Ileana and Coppenger

began a scheme to commit bank fraud. The scheme involved the use of straw buyers to obtain

inflated mortgage loans that would fund real estate purchases at an amount vastly exceeding the

asking price. After paying closing costs and a kickback to the straw buyer, Ileana and Coppenger

would pocket the difference. Ileana and Coppenger would make payments on the mortgages for a

short period and then allow the loans to default. This went on for two years and led to more than

$29 million in losses for the banks. Things were going well for Ileana, who, with her then-husband

Samuel Osborne, purchased a $1.5 million home on Driftwood Point Road in Santa Rosa Beach,

Florida (“the Driftwood property”).

In 2006, however, one of the straw buyers sued Ileana and Coppenger in Ohio state court,

alleging mortgage fraud. The Ohio court entered judgment against Ileana for nearly $1.7 million

in December 2009. By then, Ileana was on the FBI’s radar. FBI agents interviewed Ileana and

Samuel in April 2009 and advised them that they were persons of interest in the investigation of a

large-scale mortgage fraud scheme perpetrated by Coppenger. Federal agents interviewed Ileana

again in 2011 at the U.S. Attorney’s Office in Cleveland, Ohio, this time under the terms of a

proffer agreement.

-2- Nos. 17-4045/17-4047/19-3182, United States v. Osborne, et al.

In January 2012, the Osbornes filed for divorce in Okaloosa County, Florida. The final

divorce decree was entered less than two months later in March 2012. The Osbornes agreed to

share parental rights and responsibilities and split custody of their children 50/50. The divorce

decree also divided up the marital estate. Ileana received a minivan, a one-half interest in the

Driftwood property, and two bank accounts worth a total of $129,500. Samuel received four

vehicles, a boat worth $200,000, Ileana’s consulting company, a $4.3 million civil judgment the

Osbornes had obtained against Coppenger, and $141,700 in cash. Samuel also received a $2.7

million judgment against Ileana for the debt she had incurred as a result of her scheme with

Coppenger. Samuel assumed responsibility for mortgage payments, utilities, and maintenance

associated with the Driftwood property.

The divorce decree also transferred to Samuel Ileana’s interest in a civil lawsuit (hereinafter

the “Florida lawsuit”) filed in Florida state court against Walton County, Florida, as well as several

engineering firms and developers. The Florida lawsuit, originally brought by Samuel along with

three of his neighbors, alleged that a recently built subdivision nearby was causing substantial

flooding, reducing the value of the properties in the Driftwood Estates subdivision. Ileana was

later added to the lawsuit in 2010. The divorce decree stated that “the parties have pending

litigation against developer for damages to their home. The Husband is solely entitled to collection

of damages should the outcome be favorable. The Wife waives any interest she may have now or

in the future to any portion of same.”

Federal prosecutors indicted Ileana in December 2013, charging her with 45 counts of bank

fraud and conspiracy to commit bank fraud. Ileana signed a plea agreement in June 2014. On

August 27, 2015, Ileana was sentenced to 38 months’ imprisonment and ordered to pay restitution

of over $29 million. Four days after she was sentenced, Ileana executed a quitclaim deed,

-3- Nos. 17-4045/17-4047/19-3182, United States v. Osborne, et al.

transferring her interest in the Driftwood property to Samuel for $100. On September 8, 2015, the

district court entered a final judgment in Ileana’s criminal case, amending her sentence to

32 months’ imprisonment and reincorporating the $29 million restitution amount.1

In June 2016, the United States sued Ileana and Samuel Osborne under the Federal Debt

Collection Procedures Act (“FDCPA”), alleging both actual and constructive fraudulent transfer

of the Driftwood property in violation of 28 U.S.C. § 3304. The Government later amended its

complaint, adding a second claim relating to Ileana’s transfer of her interest in the Florida lawsuit

in 2012. By this time, the Florida lawsuit had settled against the county defendant, resulting in a

$1 million settlement. Had she not transferred her interest in the lawsuit, Ileana’s portion of the

settlement would have been $120,000. Samuel filed counterclaims, arguing that if the Government

wins, it should also have to share in the costs of maintaining the Driftwood property and

prosecuting the Florida lawsuit.

Following discovery, the United States moved for summary judgment on its affirmative

claims and on Samuel’s counterclaims. The Osbornes opposed the motions in separate responses,

and each filed cross motions for summary judgment as to the Driftwood property claim (count

one). In their cross motions, the Osbornes argued that Ileana did not fraudulently convey the

Driftwood property because it had a negative net worth and thus its conveyance was not a

“transfer” under the FDCPA. “Transfer” is defined in the FDCPA as “disposing of or parting with

an asset or an interest in an asset.” 28 U.S.C.

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