The Overtaxed Investor
Slash Your Tax Bill & Be a Tax Alpha Dog · Revised and Updated Edition

Most investors spend their lives trying to squeeze another fraction of a percent out of their portfolios. Meanwhile they hand a third of their gains to the government without a second thought. The Overtaxed Investor is about the second thing. It shows you how to arrange your investments so that taxes take less – every year, and especially at the end – using only strategies that have been settled law for decades.
The book in 2026
The Revised and Updated Edition (2020) incorporated the SECURE Act, including the end of the stretch IRA for most heirs and what to do about it. Since then two more laws have moved the ground, and both move it in the book’s favor.
SECURE 2.0 (2022) pushed the required minimum distribution age to 73, and to 75 for those born in 1960 or later. That lengthens the window for the Roth conversion and asset-location strategies the book describes. It also indexed the qualified charitable distribution limit, which stood at $100,000 when the book went to press and is $111,000 in 2026.
The 2025 tax act made permanent the rates, brackets, and estate exemption that were scheduled to expire at the end of 2025. Readers who bought the book expecting to plan around a 2026 cliff can stop worrying about the cliff; the rules the book assumes are now the rules. The act’s other changes – a higher estate exemption, a larger SALT cap, and new limits on charitable deductions for high-bracket itemizers – are covered on The Tax-Smart Donor page.
…an amusing and easy read – not words often used to describe a tome on taxes.Jonathan Clements
…a book every investor should have and read.Ben Stein
…a very important book.Jim Dahle, M.D., The White Coat Investor
Related reading
- Taxpayers Should Beware the SALT Cap Phaseout Zone The Wall Street Journal, July 22, 2025
- The IRA Bait and Switch The Wall Street Journal, December 2019
- Congress Is Coming for Your IRA The Wall Street Journal, July 2019