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How to Money · October 19, 2026 · 54m

Ask HTM - Selling an EV to Get Ahead, Juicing Your Down Payment Returns, and Hacking an HSA to the Max #1207

In this Q&A episode, Joel and Matt answer listener questions on a range of personal finance dilemmas. From the practicality of selling a Tesla before a second child arrives, to understanding the tax pitfalls of overfunding an HSA, boosting a down payment with bank bonuses, navigating life insurance after a cancer diagnosis, and using an AI tool to fight medical bills—each question prompts practical, money-savvy advice.

This summary was generated from show notes and public descriptions, not from a full transcript review. Details may contain inaccuracies.

Preview

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Selling the Tesla for a growing family
A listener expecting their second child wonders if it makes sense to sell their Tesla to free up cash and reduce expenses.
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HSA overfunding tax pitfalls
A listener asks about the tax disadvantages of contributing too much to a Health Savings Account.

3 more ideas & all timestamps

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