One Big, Fugly Son of a Bill: OBBBA & Your Healthcare

The Overlap · May 28, 2026 · 54m

There’s a recording from 1971. Two men in a room. One of them becomes a felon. The other becomes the president. What they agreed to that afternoon is the reason your insurance just denied your claim. Nobody talks about this tape. We’re going to talk about this tape. Solo episode. Will’s off doing something more fun than healthcare policy. Guardrails off. Twenty-six days ago, a woman named Shmeeka Simpson — who works three jobs, none of which offer health insurance — became one of the first Americans subject to a new rule that decides whether she gets to keep seeing a doctor. She’s terrified…