The Bitcoin Inheritance Problem | Jason Leibowitz on Meanwhile, Taxes & Legacy

The Bitcoin Inheritance Problem | Jason Leibowitz on Meanwhile, Taxes & Legacy

From Cypherpunk’d by cypherpunkd

April 4, 2026 · 1h 11m

About this episode

Jason Leibowitz discusses the complexities of Bitcoin inheritance and financial planning in the context of generational wealth.

Today's guest is Jason Leibowitz (@LeboBTC), head of business development at Meanwhile. Jason is a Wall Street veteran who has been in the trenches since 2013, moving from the trading floors of TradFi and leading blockchain strategy at Credit Suisse before helping build the first-ever life insurance company denominated entirely in Bitcoin. In this episode, we move past the price action and get into the real financial infrastructure. We discuss why "being your own bank" is actually terrifying for most people, the nightmare of inheritance planning, and how a Bitcoin-denominated life insurance policy acts as a sovereign tax wrapper for your stack. Jason breaks down the math on how you can borrow against your Bitcoin at a stepped-up cost basis, essentially spending your wealth without ever selling your original sats or handing a cut to the IRS. This is the conversation you need if you're thinking about 70 to 100 years of generational wealth.

People in this episode

Guest: Jason Leibowitz

Topics covered

  • Bitcoin inheritance
  • financial infrastructure
  • tax planning
  • generational wealth
  • life insurance
  • borrowing against Bitcoin

Keywords

  • inheritance planning
  • Bitcoin-denominated life insurance
  • sovereign tax wrapper
  • generational wealth
  • borrowing against Bitcoin
  • financial infrastructure

Mentioned in this episode

Organizations: Meanwhile, Credit Suisse

Products: Bitcoin, life insurance

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