Cathryn A. Simmons, T.C. Memo. 2026-34. filed 4/22/26, ran a shop thus entitled with her sister, which sold “handmade and small-batch specialty goods,” T. C. Memo. 2026-34, at p. 2. Cathryn and sister funded operations with multiple credit cards and family loans, all in their individual names.
Ch J Patrick J (“Scholar Pat”) Urda holds the interest the sisters paid on these were personal interest, as their documentation that these were obligations of Stuff, their box-checked LLC. Ch J Scholar Pat also notes that neither the Cathryn’s trusty attorney nor IRS’s counsel raised TEFRA or BBA, but the partnership-level adjustments appear to be correct, T. C. Memo 2026-034, at p. 5, footnote 4.
Want of documentation writes off much of what IRS doesn’t concede, but Stuff’s charity party deductions survive.
“The Commissioner here concedes that Stuff spent $4,407 on advertising and promotion expenses and $20,668 on its charity parties. He asserts, however, that Ms. Simmons did not carry her burden to show\ that the party expenditures served a legitimate business purpose. We disagree. As Ms. Simmons’s sister testified, Stuff used its associations with charities to promote the purchase of its merchandise. For over a month near the end of the year, Stuff hosted parties for various charities, which typically received 15% of the sales from the day or evening of the party. By tying charitable contributions to sales on a particular day, Stuff leveraged the milk of human kindness to encourage customers to visit its store and purchase its merchandise. Stuff saw the expenses associated with its charitable parties as a means to drive sales, and we conclude that they were legitimate business expenses.” T. C. Memo. 2026-34, at p. 12.
Caution is advised, however, before you cite this case in your next charitable donation memo of law.
“Relying on Treasury Regulation § 1.162-15(a), the Commissioner argues that Stuff’s charity party expenditures were not legitimate expenses because they were not made with a reasonable expectation of financial return commensurate with the amount of payment. We note that the version of the regulation on which the Commissioner relies was not issued until 2020 and has no applicability to Stuff’s 2017 tax year. See Treas. Reg. § 1.162-15(a)(4).” T. C. Memo. 2026-34, at p.12, footnote 10.
Cathryn’s trusty attorney did well with a poor set of facts, earning a Taishoff “Good Job, third class.”