Anthony Pompliano 🌪|Feb 27, 2026 20:13
I sat down with @senatorkline to 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.
YouTube: https://youtu.be/Q_9epqwf38M?si=BtKFl3-0fuHhjMka
Apple: https://podcasts.apple.com/us/podcast/how-smart-investors-turn-bitcoin-drawdowns-into-tax/id1434060078?i=1000751815018
Spotify: https://open.spotify.com/episode/2XKMKzXuy8Mrtf6vgJ0Pau?si=6bLbU5WNRK6wo484VSfRCw
TIMESTAMPS:
0:00 - Intro
1:55 – How to use the tax code to get in better position
2:51 – 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(Anthony Pompliano 🌪)
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