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The Boring Newsletter, 8/17/2025

Charity care and other strategies to reduce medical bills, and organizing paperwork for bills you do have to pay Hi Friendos, Last week I promised to discuss practical considerations for using FSAs and HSAs, and tracking medical expenses in general. Before I get to that, I want to talk about steps you can take to […]

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The Boring Newsletter, 8/9/2025

For tax purposes, a “Qualified Medical Expense” is mostly what you think, plus a bit more Being an adult in the U.S. means sometimes dealing with things that are both dull and important, like taxes and medical insurance. Today I focus on the intersection of these: what constitutes a “qualified medical expense” for tax purposes. […]