In re: Samir Jakupovic v. David Leibowitz, Chapter 7 Trustee

CourtUnited States Bankruptcy Court, N.D. Illinois
DecidedOctober 24, 2025
Docket24-00244
StatusUnknown

This text of In re: Samir Jakupovic v. David Leibowitz, Chapter 7 Trustee (In re: Samir Jakupovic v. David Leibowitz, Chapter 7 Trustee) is published on Counsel Stack Legal Research, covering United States Bankruptcy Court, N.D. Illinois primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
In re: Samir Jakupovic v. David Leibowitz, Chapter 7 Trustee, (Ill. 2025).

Opinion

IN THE UNITED STATES BANKRUPTCY COURT FOR THE NORTHERN DISTRICT OF ILLINOIS EASTERN DIVISION In re: ) Chapter 7 ) Samir Jakupovic, ) Case No. 23 B 15263 ) Debtor. ) ) ) David Leibowitz, Chapter 7 Trustee, ) ) Plaintiff, ) Adversary No. 24 A 244 ) v. ) ) Hon. Michael B. Slade Samir Jakupovic, ) ) Defendant. ) )

FINDINGS OF FACT AND CONCLUSIONS OF LAW David Leibowitz, Chapter 7 Trustee (the “Trustee”), brought a two-count Adversary Complaint objecting to Samir Jakupovic’s discharge. The case went to trial on August 14, 2025.1 Two witnesses testified and documents were admitted into evidence. Both parties then submitted proposed findings of fact and conclusions of law. (Docket Nos. 44, 46) For the reasons stated below, the Trustee did not prove his case and I find in favor of the Debtor. The Debtor shall not be denied a discharge on the grounds claimed by the Trustee in this Adversary Complaint.2 My findings of fact and conclusions of law follow.

1 The Trial Transcript is available at Docket No. 43 and will be cited as (“Tr. __”). The Trustee’s Exhibits 1–14 (Dkt. No. 32) are cited as “TX__.” The Debtor’s Exhibits 1–21 (Dkt. No. 51) are cited as “DX__.” 2 The Debtor’s ex-wife, Zilha Jakupovic (“Zilha”), filed a separate adversary proceeding seeking to deny the Debtor a discharge as to the claims brought by her (which stem from a divorce settlement). (See Adv. Pro. No. 24-102, United States Bankruptcy Court, Northern District of Illinois) The parties settled that dispute and I entered an order that such obligations are not discharged. (See id. at Dkt. No. 45) PROCEDURAL HISTORY The Debtor filed this Chapter 7 case on November 13, 2023 (the “Petition Date”). (Bankr. Case No. 23-15263, Dkt. No. 1) After completing his investigation, on August 19, 2024, the Trustee filed this Adversary Complaint against the Debtor. (Dkt. No. 1, Compl.) The Trustee’s Complaint sought to deny the Debtor’s discharge pursuant to 11 U.S.C. §§ 727(a)(2) and 727(c)(1) for two separate reasons. (Dkt. No. 1, Adversary Cover Sheet)

Count I of the Adversary Complaint addresses a condominium at 757 N. Orleans, Unit 2112 (the “Condo”). The Debtor bought the Condo for $447,000 (Compl. ¶ 10) and, on July 7, 2023—about four months before the Petition Date—sold it to Lalla Dafa for $375,000 (id. ¶ 11). The Trustee alleges that the fair market value of the Condo at the time of sale exceeded $500,000. (Id. ¶¶ 12–13) The Trustee also alleges that Ms. Dafa did not move into the Condo at the time of the purchase and that the Debtor continued to live there (along with his significant other) rent-free. (Id. ¶¶ 15–18) The Trustee contends this series of events demonstrate that the Debtor sold the Condo with the intent to hinder, delay, and defraud his creditors and, therefore, the Debtor should see his discharge denied. (Id. ¶¶ 19–21) Count II of the Adversary Complaint addresses S&L Intermodal, Inc. (“S&L”). S&L was

owned by the Debtor and was allegedly transferred to his brother less than a year before the Petition Date “for no consideration whatsoever.” (Id. ¶ 22) The Trustee’s Complaint alleges that S&L had, in addition to being an operating company with gross sales of nearly $2 million for the last year for which such information was available, ownership of “several valuable vehicles” including a Mercedes and a Maserati. (Id. ¶¶ 23–26) The Trustee alleges that S&L’s value was “substantially in excess of zero” and that the Debtor had transferred it to his brother in a further effort to hinder, delay, and defraud creditors. (Id. ¶¶ 24, 27) If these allegations were proven the Debtor would almost certainly be denied a discharge. So I set the case for trial. The Trustee disclosed four witnesses: the Debtor, Sanel Jakupovic (the Debtor’s brother), and John Pogacnik and Michael Isally (two appraisers). (Dkt. No. 34) The Debtor disclosed himself, his brother, Zilha (his ex-wife), Anthony Peraica (his ex-lawyer), Ana

Sandoval (his ex-real estate broker), and Lalla Dafa (the Condo buyer). (Dkt. No. 29) Ultimately, however, only two witnesses were called to testify live: the Debtor and Mr. Peraica. The depositions of Sanel Jakupovic (TX6), Mr. Pogacnik (TX13), and Theodore Heichert (another appraiser) (TX14) were admitted into evidence. (Tr. 6:24–7:2) Ms. Dafa, Zilha, Ms. Sandoval, and Mr. Isally were not called. JURISDICTION I have subject matter jurisdiction under 28 U.S.C. § 1334(b) and the District Court’s Internal Operating Procedure 15(a). As an objection to discharge, this is a core proceeding. 28 U.S.C. § 157(b)(2)(J). I also have constitutional authority to enter a final order determining the questions presented here but, even if I did not, the parties have consented to my doing so. See

Wellness Int’l Network, Ltd. v. Sharif, 575 U.S. 665, 686 (2015). FINDINGS OF FACT3 The Debtor and his wife, Zilha, were married in 1996 (DX11 ¶ 3). In 2019, Zilha filed a petition for dissolution of marriage with the Circuit Court of Cook County, County Department, Domestic Relations Division (the “Divorce Court”). The Divorce Court entered a Judgment for Dissolution of Marriage on August 18, 2022 (DX11, the “Divorce Judgment”), which incorporated, and compelled compliance with, a Marital Settlement Agreement (DX12).

3 As described in Footnote 8 below, the Trustee conceded Count II after trial. Accordingly, I will not make formal findings of fact and conclusions of law as to Count II except for accepting the Trustee’s concession. These findings are only those necessary for me to resolve Count I. The Marital Settlement Agreement contained several terms germane to the allegations made by the Trustee here. Perhaps most important was the Debtor’s promise to make payments to his wife over time totaling $1.04 million. (DX12 § 5.7) Under the terms of the agreement, the Debtor was obligated to pay, among other things, $55,800 on the date of entry of the Divorce

Judgment, another $49,200 within six months (by February 18, 2023), another $250,000 within two years (by August 18, 2024), and additional monthly payments of $5,000 for nine years. (Id.; see also Tr. 116:24–117:9, 119:11–120:5) Another part of the Marital Settlement Agreement key to the dispute before me is the parties’ property settlement. (DX12 § V) Among other assets, at the time of the divorce they arguably had interests in five pieces of real estate, which were addressed as follows: • The marital home at 8110 W. Balmoral was sold, and the Debtor and his wife split the proceeds. (See id. § 5.2(a); Tr. 108:9–109:19). To sell the home, the couple hired Ana Sandoval as their real estate broker, and she successfully arranged a buyer quickly, for the price they wanted, while the couple separated. (Id.) • A home at 6440 Foster was awarded to the Debtor. (DX12 § 5.2(b)). That home was also sold (more than a year before the Petition Date) through the services of Ms. Sandoval. (Tr. 110:2-112:11) It had been a poor investment for the Debtor, was “getting old,” had a “problem with the roof,” and was “not in that great area.” (Id. at 111:8-21) The Debtor ultimately lost money on the deal but was happy with Ms. Sandoval’s work helping him sell the property under challenging circumstances. (Id. at 111:22–112:11) • Property in Bosnia next to the Debtor’s parents’ residence that was effectively a ground lease (and not saleable) because the Debtor’s father refused to sell or permit the use of the underlying land. (Id.

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Bluebook (online)
In re: Samir Jakupovic v. David Leibowitz, Chapter 7 Trustee, Counsel Stack Legal Research, https://law.counselstack.com/opinion/in-re-samir-jakupovic-v-david-leibowitz-chapter-7-trustee-ilnb-2025.