We Study Billionaires - The Investor’s Podcast Network BTC227: Bitcoin, Taxes, and Smart Estate Planning w/ Jessy Gilger (Bitcoin Podcast)
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Mar 26, 2025 
Jessy Gilger, an expert in Bitcoin, taxes, and estate planning, shares invaluable insights into securing crypto assets and navigating Bitcoin's dynamic landscape. The conversation dives into whether Bitcoin can be a reliable retirement asset and offers practical tips for passing it down to future generations. Jessy discusses the implications of Bitcoin ETFs on market behavior and the risks associated with centralized exchanges. He also shares his personal journey with home mining, illustrating innovative ways to repurpose mining heat for household use.
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Skiing with Olympians
- Preston Pysh and Jessy Gilger share a story about skiing with Olympians in Jackson Hole.
- They were humbled by the Olympians' skill and felt relieved to have survived the experience.
TradFi vs. Bitcoin
- Jessy Gilger attended a traditional finance conference after a Bitcoin conference, noticing a stark contrast in perspectives.
- Traditional finance advisors remain largely skeptical of Bitcoin, viewing it as volatile and risky.
Risk as Volatility
- Traditional finance defines risk as volatility, making Bitcoin's price fluctuations a major concern.
- They struggle to understand Bitcoin's core thesis, hindering their ability to grasp its potential.