
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.
Timestamps:00:00 – Welcome Back to the Hurdle Rate11:09 – Trading Volumes: MSTR vs. IBIT12:33 – Analysis of Short Interest & Derivatives Markets16:04 – Tax Treatments for Lending Shares & Manufactured Dividends20:10 – Short Squeezes & Conserved Energy in Equities28:49 – Robinhood Retail AI Trading Agents30:00 – Deconstructing Chamath’s Crypto Tweet31:59 – Unlocking Institutional & Corporate Demand for Bitcoin32:52 – Private Credit Markets, Structured Finance & Insurers51:50 – Step Function Improvements in Leverage Solutions56:28 – Battle Testing Management Teams & Risk-First Approaches
Follow us on X: https://x.com/HurdleRatePodAll episodes now live: https://tnorth.com/shows/hurdle-rate/
Disclaimer: The content in this video is for informational and educational purposes only and should not be considered financial advice. We are not financial advisors, and you should consult with a qualified professional before making any financial decisions. All investments involve risks, and you are responsible for your own decisions.
True North does not intend for anything herein to be considered an offer or sale of any securities, including those of Strive. True North encourages listeners to consult with their tax and investment advisors. Additional information on any securities or issuers referenced herein can be found in such issuers’ filings with the Securities and Exchange Commission (“SEC”), including any registration statements, prospectuses and prospectus supplements for each issuers’ securities. Listeners should read such documents and other documents incorporated by reference therein or that such issuer has filed with the SEC for more complete information. You may get these documents for free by visiting EDGAR on the SEC website at [www.sec.gov](http://www.sec.gov).*
Any securities referred to herein, including those of True North’s parent Strive, are not collateralized by underlying bitcoin holdings and may be subordinated to senior claims. There are no guarantee of returns liquidity or future performance. The securities referred to herein are neither bank deposits, nor FDIC insured, nor regulated in the same way, and do not have the same regulatory and other protections as bank accounts, money market funds, treasuries, or similar investments and as a result may not be comparable investments. Current trading prices and effective yields may vary, current rates are not indicative of future rates, and in some cases rates are subject to frequent adjustments and may be significantly lower than discussed herein. Cash dividends are not guaranteed. In some cases, dividends have not been paid and may not be paid in the future. Ownership of securities referred to in herein does not confer ownership in the underlying assets, including bitcoin.
Jul 21
59 min

Shifting Institutional | The Hurdle Rate Podcast | Ep. 65 In this week’s Hurdle Rate, the crew opens with updates from Strategy, Strive, and the digital credit market before recapping the major developments from Q2. We cover Strategy’s growing cash reserve, market feedback, and the evolution of Bitcoin-backed credit. We also explore institutional adoption, structured products, AI, intellectual property, and the limits of government intervention in the debt crisis. We close it off with thoughts on outdated financial systems and Bitcoin’s expanding role in traditional capital markets. Here’s the latest with Tim Kotzman, Matt Cole, Jeff Walton, and Ben Werkman. Time Stamps: 0:00 Welcome to The Hurdle Rate
5:19 Digital Credit During Quiet Markets
8:01 Strategy Rebuilds Its Cash Reserve
11:51 Market Uncertainty And Bullish Catalysts
17:21 STRC And Convertible Debt
19:37 AI, The Fed, And Protecting IP
24:14 The U.S. Debt Crisis
31:39 Bitcoin-Backed Institutional Credit
35:30 Building Structured Bitcoin Products
43:12 Growing Institutional Bitcoin Interest
48:02 Stablecoins And Outdated Settlements
53:05 Bitcoin Stewardship And Constructive Engagement
58:29 Closing Thoughts
Follow us on X: https://x.com/HurdleRatePod
All episodes now live: https://tnorth.com/shows/hurdle-rate/
Disclaimer: The content in this video is for informational and educational purposes only and should not be considered financial advice. We are not financial advisors, and you should consult with a qualified professional before making any financial decisions. All investments involve risks, and you are responsible for your own decisions. True North does not intend for anything herein to be considered an offer or sale of any securities, including those of Strive. True North encourages listeners to consult with their tax and investment advisors. Additional information on any securities or issuers referenced herein can be found in such issuers’ filings with the Securities and Exchange Commission (“SEC”), including any registration statements, prospectuses and prospectus supplements for each issuers’ securities. Listeners should read such documents and other documents incorporated by reference therein or that such issuer has filed with the SEC for more complete information. You may get these documents for free by visiting EDGAR on the SEC website at [www.sec.gov](http://www.sec.gov).* Any securities referred to herein, including those of True North’s parent Strive, are not collateralized by underlying bitcoin holdings and may be subordinated to senior claims. There are no guarantee of returns liquidity or future performance. The securities referred to herein are neither bank deposits, nor FDIC insured, nor regulated in the same way, and do not have the same regulatory and other protections as bank accounts, money market funds, treasuries, or similar investments and as a result may not be comparable investments. Current trading prices and effective yields may vary, current rates are not indicative of future rates, and in some cases rates are subject to frequent adjustments and may be significantly lower than discussed herein. Cash dividends are not guaranteed. In some cases, dividends have not been paid and may not be paid in the future. Ownership of securities referred to in herein does not confer ownership in the underlying assets, including bitcoin.
Jul 14
58 min

Episode 64: Building The Track RecordIn this week’s Hurdle Rate, the crew breaks down Strategy’s sale of Bitcoin to fund dividend payments and why the market’s reaction may signal growing confidence in Bitcoin as a liquid capital asset. We explore how Strategy and Strive are using balance sheet management, digital credit, and capital markets access to keep their models moving through volatility. We also dig into SATA’s short interest, the idea of a “controlled burn,” and how Strive is thinking about protecting shareholders while allowing the market to function. We close with a broader discussion on patience, positioning, and building durable structures in the Bitcoin capital markets era.
Here's the latest with Tim Kotzman, Matt Cole, Jeff Walton, and Ben Werkman.
Time Stamps:00:00 Welcome to the Hurdle Rate03:20 Why Selling Bitcoin Helps STRC Confidence05:37 Matt Cole on Strategy’s Long-Term Move09:05 Bitcoin Absorbs the Sale13:53 Bitcoin Liquidity Compared to Real Estate17:29 Why the Model Still Works Without Capital Markets19:03 Bitcoin CAGR + Balance Sheet Strength23:14 Strive’s Dividend Math Compared to Strategy27:40 SATA Short Interest + “Controlled Burn”34:20 Jeff Explains Controlled Burns and Wildfire Incentives41:56 Why Strive May Let SATA Trade Freely44:05 Patience, Positioning, and Market Discipline45:07 Closing Thoughts
Jul 7
45 min

Episode 63: The Digital Credit Capital FrameworkIn this week's Hurdle Rate, the crew opens with the latest on digital credit volatility and the broader market backdrop, before digging into Strategy's capital framework and how management is navigating stress in the system. The conversation turns to institutional behavior, the realities of managing a cash balance sheet, and the dynamics of leverage and short interest within digital credit. We unpack high yield investing perspectives, what resilience and company DNA actually look like in this market, and the specific investor protections built into SATA. We close with reflections on what it takes to build durable structures in the digital credit era.
Jun 30
1 hr 14 min

Episode 62: Digital Credit WeaknessFull episodes: https://tnorth.com/hurdle-rate/In this week's Hurdle Rate, the crew breaks down the mechanics of volatility and liquidation events, before turning to shifting investor behavior and how markets react to sudden liquidations. We dig into how digital credit stacks up against traditional financial instruments, the innovations shaping the future of the lending landscape, and what it takes for protocols to remain resilient in brutal bear markets. We close with a deeper look at the Federal Reserve, the opinions surrounding Kevin Warsh, and why navigating economic uncertainty requires a unique strategy for the anticipated super cycle ahead.Here’s the latest with Tim Kotzman, Matt Cole, Jeff Walton, and Ben Werkman.00:00 - Welcome To The Hurdle Rate06:24 - Analyzing Volatility and Liquidation Events11:28 - Understanding Market Reactions and Investor Behavior17:23 - Comparing Digital Credit to Traditional Financial Instruments22:11 - The Future of Digital Credit and Market Innovations30:52 - Resilience in Bear Markets36:07 - Opinions on Kevin Warsh and the Fed41:48 - Navigating Economic Uncertainty51:53 - Optimism for a Super Cycle
Jun 22
53 min

In this week's Hurdle Rate, the crew breaks down the latest corporate Bitcoin market activity and Strive's growing Bitcoin holdings, before turning to Strategy's Bitcoin sale and what the balance sheet math actually reveals about risk and permanent impairment. We dig into historical bear market scenarios, how to manage amplification ratios, and the product management and demand dynamics shaping the treasury company landscape. We close with a deeper look at what digital credit actually is, and why it matters for the road ahead.Full episodes: https://tnorth.com/hurdle-rateTimestamps00:00 Welcome to the Hurdle Rate Podcast01:44 Market Acceleration and USD Reserves06:04 Holistic Capital Structure Strategy12:20 Designing Long-Term Capital Vehicles17:21 Analyzing Recent Bitcoin Flows18:11 SpaceX IPO and Major Capital Events29:18 Bitcoin on Institutional Balance Sheets36:51 Takeaways from Bitcoin Prague41:20 Onboarding New Investors via Digital Credit
Jun 16
52 min

Episode 60: The Math of AmplificationIn this week's Hurdle Rate, the crew breaks down the latest corporate Bitcoin market activity and Strive's growing Bitcoin holdings, before turning to Strategy's Bitcoin sale and what the balance sheet math actually reveals about risk and permanent impairment. We dig into historical bear market scenarios, how to manage amplification ratios, and the product management and demand dynamics shaping the treasury company landscape. We close with a deeper look at what digital credit actually is and why it matters for the road ahead.00:00 - Welcome To The Hurdle Rate 00:50 - Corporate Bitcoin Market Activity 2:42 - Strive's Bitcoin Holdings Update 04:41 - Market Transparency And Liquidity 13:11 - Strategy Sells Bitcoin: Balance Sheet Analysis 18:01 - Risk And Permanent Impairment 19:59 - Historical Bear Market Scenarios 27:36 - Managing Amplification Ratios 40:15 - Product Management And Demand 45:32 - Defining Digital Credit
Jun 2
50 min

Episode 59: Scale Like Crazy
0:00 - Welcome Back to The Hurdle Rate
1:08 - Jeff’s Podcast Circuit & Strategy Retires Debt
21:27 - Strive’s Big Week
32:42 - Strategy’s Retail Q&A
41:29 - Kevin Warsh is The New Fed Chair
May 27
47 min

Episode 58: Exponential Innovation
0:00 - Welcome Back to The Hurdle Rate
1:30 - Strive: The Daily Dividend Company
5:32 - Ringing The Opening Bell at Nasdaq
23:50 - How Strive Paid Off Its Debt
27:00 - How Big Is This Idea?
41:21 - The Infrastructure Behind The Scenes
47:00 - How Bitcoin Will Be Involved In Strive’s FutureAll episodes are posted on YouTube: https://www.youtube.com/channel/UCR9Q6w9zyf_KS2ujrzhoLyAAll episodes are hosted on https://tnorth.com/shows/hurdle-rate/
May 19
54 min

Episode 57: The Answer Is TrillionsAll episodes live here: https://tnorth.com/shows/hurdle-rate/
0:00 - Welcome Back to The Hurdle Rate
3:02 - MSTR Earnings Call Reaction
25:22 - Is Digital Credit Too Good to Be True?
42:16 - FDIC & Monetary Risk
May 6
54 min
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