Newsletters

S Corporation’s Disposition of Major League Baseball Team Was Disguised Sale

An S corporation’s disposition of a major league baseball team was a disguised sale to a newly formed partnership. The taxpayer had formed the partnership, with a renowned family, where the taxpayer contributed the major league baseball team and related assets and the family contributed cash. Subsequently, the partnership then distributed cash to the taxpayer (the transaction) which represented a “disguised sale” which was taxable under Code Sec. 707. Further, the IRS had issued a notice of deficiency to the taxpayer and a notice of final partnership administrative adjustment (FPAA) as to the partnership for the tax year at issue. The IRS claimed that since the debt funded by the family was not bona fide debt, it was supposed to be disregarded for purposes of the debt-financed distribution rule. The taxpayer argued that the transaction was a disguised sale but that the distribution to the taxpayer was not taxable because it was a debt-financed distribution. Moreover, the taxpayer contended that it should be allocated to the debt because it bore the economic risk of loss on account of its guaranties. However, the IRS contended that the possibility of the taxpayer being called on to fulfill the guaranties was so remote it they should be disregarded.

Whether the Sub Debt was Bona Fide Debt or Equity
The parties disputed whether the amount of sub debt which the partnership borrowed from a finance company was bona fide debt and therefore a partnership liability. The factors which determined the same (the Dixie Dairies factors), such as: 1) presence or absence of a fixed maturity date; (2) names given to the certificates evidencing the indebtedness; (3) source of payments; (4) right to enforce payments; (5) participation rights; (6) status of the advances in relation to regular corporate creditors; (7) intent of the parties weighs strongly toward equity; (8) identity of interest between creditor and stockholder; (9) ‘thinness’ of capital structure in relation to debt; (10) ability of the corporation to obtain credit from outside sources; (11) use to which the advances were put; (12) failure of the debtor to repay; and (13) risk, all strongly favored that the sub-debt was equity. Because the sub debt was equity, it was not allowed to be allocated to the taxpayer as recourse debt.

Allocation of Partnership Liabilities
The economic substance of the transaction was a disguised sale with a debt-financed distribution, a structure contemplated by both the statute and the regulations. Moreover, under the constructive liquidation test, the taxpayer bore the risk of economic loss for the senior debt. According to the terms of the taxpayer’s guaranty of the senior debt, the taxpayer was obligated to pay when the partnership failed to make a payment and the debt was accelerated, the creditors had exhausted their remedies, and the creditors had failed to collect the full amount of the debt. Therefore, the senior debt guaranty was a nontaxable debt-financed distribution. Finally, the amount of expenses, in the form of legal expenses, paid by the taxpayer to a group of potential buyers, was required to be capitalized.

FL - Interest rates for first half of 2025 announced

The floating interest rate applicable to taxes administered by the Florida Department of Revenue on underpayments (deficiencies) and late payments […]

Read More
FL - Interest rates for first half of 2025 announced

FL - Guidance provided on taxability of holiday decorations and lighting

The sale, rental, and associated charges for the design, installation, removal, and storage of holiday decorations and lighting are subject […]

Read More
FL - Guidance provided on taxability of holiday decorations and lighting

IRS Warns of Charity Scams Following Hurricanes Milton and Helene, IR-2024-269

The IRS has offered some tips to taxpayers about scammers using fake charities to exploit unsuspecting donors in the aftermath […]

Read More
IRS Warns of Charity Scams Following Hurricanes Milton and Helene, IR-2024-269

IRS Provides Safe Harbor for Amounts Paid for Condoms, Notice 2024-71

The IRS has provided a safe harbor under Code Sec. 213(d) for amounts paid for condoms. Because amounts paid for condoms are […]

Read More
IRS Provides Safe Harbor for Amounts Paid for Condoms, Notice 2024-71

IRS Appeals Secure Messaging Program Office Launches Corporate Group Mailbox Pilot, IR-2024-247

The IRS Independent Office of Appeals (Appeals) today launched a pilot program as part of the IRS’ ongoing transformation efforts […]

Read More
IRS Appeals Secure Messaging Program Office Launches Corporate Group Mailbox Pilot, IR-2024-247

IRS Urges Taxpayers to Enroll for IP PIN Ahead of 2025 Filing Season, IR-2024-278

The IRS has encouraged taxpayers to register for an Identity Protection Personal Identification Number (IP PIN) to strengthen their defenses against tax-related […]

Read More
IRS Urges Taxpayers to Enroll for IP PIN Ahead of 2025 Filing Season, IR-2024-278

IRS Accelerates Work on Employee Retention Credit Claims, IR-2024-263

The IRS has made significant progress on Employee Retention Credit (ERC) claims, with processing underway on about 400,000 claims, worth […]

Read More
IRS Accelerates Work on Employee Retention Credit Claims, IR-2024-263

IRS Warns Taxpayers About Scams by Offer in Compromise Mills, IR-2024-243

The IRS has issued a warning to taxpayers to be cautious of unscrupulous promoters claiming to offer help in resolving […]

Read More
IRS Warns Taxpayers About Scams by Offer in Compromise Mills, IR-2024-243

FL - Updated electronic address and jurisdiction database issued for determination of premiums situs

An updated electronic address and jurisdiction database is issued for the determination of Florida insurance premiums tax to the proper […]

Read More
FL - Updated electronic address and jurisdiction database issued for determination of premiums situs

FL - Guidance provided on sales and reporting of dyed diesel fuel during hurricane helene penalty relief period

Consistent with the Hurricane Helene penalty relief announced by the Internal Revenue Service (IRS), the Florida Department of Revenue is […]

Read More
FL - Guidance provided on sales and reporting of dyed diesel fuel during hurricane helene penalty relief period