Why People Get the Math of Tax Loss Harvesting Wrong episode artwork

EPISODE · May 29, 2026 · 21 MIN

Why People Get the Math of Tax Loss Harvesting Wrong

from Financially Free Era by SLP Wealth

A lot of DIY investors look at tax-loss harvesting and decide it's barely worth the trouble, assuming it's just a way for AUM advisors to justify their fees. That math is wrong, and we explain why. We get into the mechanics of tax loss harvesting, what actually happens to your cost basis, why most people underestimate its long-term value, and the costly mistakes you can make if you’re not paying close attention.Key moments:(03:13) Why your whole financial picture (not just one stock position) matters for tax planning(06:13) The hidden dangers of default cost basis methods for DIY investors(09:45) Why robo-advisors often miss wash sale risks(14:17) Why “doing well” financially doesn’t always mean you’re maximizing your resultsResources mentioned:MIT study on the empirical value of tax loss harvestingIRS Schedule D (Form 1040), Capital Gains and Losses⬇️ Download our free financial independence with student loans calculator.There’s no one-size-fits-all for wealth. Get the plan that fits you. Try SLP Wealth risk-free!Like the show? There are several ways you can help!Follow on Apple Podcasts, Spotify, or Amazon MusicLeave an honest review on Apple PodcastsSLP Wealth, LLC is a registered investment adviser registered with the United States Securities and Exchange Commission. Subscription does not imply any level of skill or training. This content is intended for general information, educational, or entertainment purposes only and should not be construed as investment advice.SLP Wealth, LLC is a registered investment adviser registered with the United States Securities and Exchange Commission. Subscription does not imply any level of skill or training. This content is intended for general information, educational, or entertainment purposes only and should not be construed as investment advice.

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Why People Get the Math of Tax Loss Harvesting Wrong

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