The Charlie Shrem Show

Bitcoin = Home: The Mortgage Revolution No One Saw Coming with Josip Rupena of Milo


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Here’s a sentence I never thought I’d say: you can buy a house with your Bitcoin — without ever selling it.

That’s the financial revolution Josip Rupena is building. He’s the founder and CEO of Milo, the fintech startup that’s already issued over $60 million in crypto mortgages — loans backed by your Bitcoin, not your bank account. And here’s the kicker: they’ve never issued a single margin call.

In this episode, we break down how it works, what happens behind the scenes, and why this could be one of the most powerful wealth-generating tools in the Bitcoin ecosystem. We also talk about tokenizing mortgages, using AI to streamline lending, and the potential for a future where your Bitcoin unlocks real-world utility — like homes, yield, and financial freedom.

This is a rare mix of macro insight, startup strategy, and a deep dive into how crypto is transforming the mortgage game.

This episode contains strong language.

📚 Mentioned:

Milo Crypto Mortgagewww.milo.io

Custodians: Coinbase & BitGo

Bybit Hack (Largest Hack in History)

Tokenized Mortgages & Yield Products

Real Estate + Bitcoin as a Dual-Asset Lending Model

AI Tools in Underwriting and Client Onboarding

US Housing Inventory Trends (2024–2025)

✉️ Feedback or guest ideas?

Email Charlie directly and find episodes and transcripts at CharlieShrem.com

Thank you for listening to The Charlie Shrem Show. For more free content and access to over 400 episodes, visit www.CharlieShrem.com.

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