How Smart Investors Turn Bitcoin Drawdowns Into Tax Wins | Chris Kline episode artwork

EPISODE · Feb 26, 2026 · 40 MIN

How Smart Investors Turn Bitcoin Drawdowns Into Tax Wins | Chris Kline

from The Pomp Podcast · host Anthony Pompliano

Chris Kline is the COO & Co-Founder of Bitcoin IRA. In this conversation, we discuss how wealthy investors use retirement accounts to reduce taxes, why volatility can create opportunities like Roth conversions, and the mistakes people make by holding assets in the wrong account. We also cover bitcoin in retirement portfolios, estate planning strategies, and how macro conditions like inflation, deflation, and Fed policy may impact long-term asset allocation.========================Award-winning Fountain Life - Energy supercharged. Memory sharper. Life extended. Ready for the best investment you’ll ever make? Schedule a life-changing call at FountainLife.com/Pomp Get $1,000 off the cost of a life-changing membership with Fountain Life when you schedule a call at FountainLife.com/pomp========================Simple Mining makes Bitcoin mining simple and accessible for everyone. We offer a premium white glove hosting service, helping you maximize the profitability of Bitcoin mining. For more information on Simple Mining or to get started mining Bitcoin, visit https://www.simplemining.io/========================Arch Public is an agentic trading platform that automates the buying and selling of your preferred crypto strategies. Sign up today at https://www.archpublic.com and start your automated trading strategy for free. No catch. No hidden fees. Just smarter trading.========================0:00 - Intro1:55 – How to use the tax code to get in better position2:51 – How 401(k)s replaced pensions (why it mattered) 6:20 – Tax advantages of non-W2 income & retirement accounts 9:08 – Long-term asset allocation & bitcoin in retirement 13:12 – Using Roth conversions during bitcoin drawdowns 21:10 – How taxes create massive long-term performance drag 22:39 – Borrowing against bitcoin instead of selling 28:29 – Inflation, deflation, & why government data lags reality 33:15 – What macro headwinds mean for assets and portfolios 36:38 – Bitcoin IRA tools, incentives, & next steps

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