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Gary Leland is the "Bitcoin Boomer”, the founder of BitBlockBoom, one of the world's longest-running Bitcoin conferences, and a serial entrepreneur who built a retail empire from $10. Gary is now on an audacious mission to live to 200 years old.

› https://x.com/GaryLeland

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🕑 TIMESTAMPS

00:00 Introduction to Bitcoin and Longevity06:02 Bitcoin as a Long-Term Investment11:54 The Impact of AI on Employment17:11 Universal Basic Income and Bitcoin23:07 Social Skills in the Digital Age30:42 Boomers and Bitcoin: Hard Truths38:58 The Challenge of Convincing High Net-Worth Individuals45:22 Collaboration Across Generations in Bitcoin49:37 The Evolution of Media and Bitcoin's Decentralization55:33 Altruism in the Bitcoin Community

ℹ️ EPISODE SUMMARY

Bram Kanstein and Gary Leland discuss why a 200-year time horizon rewires how you hold Bitcoin. Gary breaks down why he hodls, spends in fiat, and treats every purchase like it has a 10-year price tag. They confront fiat debasement, manipulated inflation stats, and why boomers still get stuck on “internet money.” AI, job disruption, and UBI enter the frame, and Bitcoin starts to look like a lifeboat. Along the way, Gary ties early e-commerce and podcasting to Bitcoin’s grassroots, help-first culture.

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