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July 21, 2026 • 59:23

About This Episode

In this week’s Hurdle Rate, the crew breaks down the slow summer market and strategy’s focus on building up its balance sheet to improve credit quality. We explore how Strategy and Strive are navigating macro uncertainty, steadying operations, and executing consistent Bitcoin buys through the summer doldrums. We also dig into the derivatives market, short interest dynamics for ASST and SATA, and how lending out shares ultimately impacts corporate dividend payments and tax treatment. We close with a broader discussion on structured finance, the emergence of AI agents in retail investing, and the long-term potential of building durable digital credit structures to onboard massive institutional capital into the Bitcoin era. Here’s the latest with Tim Kotzman, Matt Cole, Jeff Walton, and Ben Werkman.

In This Episode

  • 00:00:00Welcome Back to the Hurdle Rate
  • 00:11:09Trading Volumes: MSTR vs. IBIT
  • 00:12:33Analysis of Short Interest & Derivatives Markets
  • 00:16:04Tax Treatments for Lending Shares & Manufactured Dividends
  • 00:20:10Short Squeezes & Conserved Energy in Equities
  • 00:28:49Robinhood Retail AI Trading Agents
  • 00:30:00Deconstructing Chamath’s Crypto Tweet
  • 00:31:59Unlocking Institutional & Corporate Demand for Bitcoin
  • 00:32:52Private Credit Markets, Structured Finance & Insurers
  • 00:51:50Step Function Improvements in Leverage Solutions
  • 00:56:28Battle Testing Management Teams & Risk-First Approaches

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