It’s a many-times-told tale, and I might have skipped blogging it, but just this morning a colleague asked about the income tax consequences of a proposed settlement into which his client was about to enter, and of course I replied to his question with the question first written at the head hereof. I had not yet seen STJ Diana L (“Sidewalks of New York”) Leyden’s off-the-bencher in Troy Christopher Keenan, Docket No. 29299-21S, filed 6/12/23. but STJ Di’s analysis of the deal between Troy and his former employer is a template for cases even more general than the Section 104(a)(2) physical-vs-emotional injury here at issue.

Troy was a ranch manager who quarreled with some clients of the ranch, and stopped showing up. He claimed wrongful termination, and the ranch settled with him by paying $4K for medical insurance, $5K for dropping an age discrimination claim, and $66K for “emotional distress damages and relocation expenses,” Transcript, at p. 5.

Troy’s attempt to use Section 104(a)(2) to avoid tax on the settlement flops.

Troy’s claim he had some physical injuries attended to founders on want of proof that the settlement proceeds were used to pay the expenses thereof, or that his health insurance covered any part thereof. And payments for emotional injuries are exempt only to the extent that said payments are used for medical treatment thereof; again, no proof that proceeds or insurance were used to provide any.

What really was settled, says STJ Di, is an employment dispute. Troy credibly testified that he thought he was being paid for emotional injuries, but the paperwork he signed shows he really settled an employment dispute, Transcript, at pp. 8-9. And the reason I can’t quote STJ Di’s exact language is again that the Genius Baristas have formatted the transcript so I can’t drag-and-drop. What are they afraid of?

Troy does get the Section 6662 chops dropped.