Podcasts/Bitcoin for Millennials/Is Michael Saylor’s Bitcoin Strategy an Infinite Money Glitch? | Dan Hillery | BFM259
Bitcoin for Millennials
Episode 259

Is Michael Saylor’s Bitcoin Strategy an Infinite Money Glitch? | Dan Hillery | BFM259

May 21, 2026·1h 6m

Show Notes

Dan Hillery is a Founding Member of True North and a macro strategist specializing in Bitcoin price modeling and derivatives.

⁠https://x.com/hillery_dan⁠

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🕑 TIMESTAMPS

00:00 - Introduction to Bitcoin as Collateral

02:48 - The Role of Risk in Financial Instruments

03:09 - The Concept of Over-Collateralization

05:03 - The Mechanics of Stretch and Its Market Position

06:28 - The Comparison of Bitcoin and Traditional Bonds

09:13 - The Stability of Stretch as a Financial Product

12:21 - The Future of Bitcoin-Backed Credit Systems

14:52 - The Infinite Money Glitch and Capital Preservation

26:24 - Mechanisms of Dividend Adjustment

28:06 - Understanding STRC's Unique Market Position

28:39 - Interest Rates and Capital Flow Dynamics

29:02 - Demand and Supply in the Market

30:40 - The Role of Bitcoin in Capital Management

34:33 - Yield Dynamics and Market Perception

38:02 - The Leverage of Bitcoin in Capital Structures

41:33 - Bitcoin's Role in Traditional Finance

45:39 - Liquidity and Investment Shifts

47:48 - Future of Bitcoin-Backed Credit Instruments

50:53 - Bitcoin as a Unit of Account

55:45 - The Future of Bitcoin in Global Finance

ℹ️ EPISODE SUMMARY

In this in-depth interview, Bram Kanstein and Dan Hillery explore Bitcoin-backed financial products like Michael Saylor’s and Strategy’s STRC (Stretch), the role of Bitcoin as digital collateral, and the future of Bitcoin in global markets. Dan also shares insights on how Bitcoin could revolutionize traditional finance, the mechanics of Bitcoin-backed credit instruments, and the long-term vision for Bitcoin's integration into mainstream finance. Dan also breaks down overcollateralization, volatility stripping, and why liquidity is the real cheat code. They confront the Ponzi accusation, and explain when selling Bitcoin to pay dividends can be rational capital management. The endgame is Bitcoin as global collateral, and a new hurdle rate for capital.

RELAI DISCLAIMERRelai sponsors this show/podcast and is authorized to provide crypto-asset services in Switzerland and across the European Union under the MiCA regulatory framework with its license issued by the French regulator, AMF (License No: A2025-006). The company is actively expanding its services to EU member states following the completion of passporting notifications.