BTC228: SAYLOR’S BITCOIN STRATEGY

W/ PREFERRED STOCK W/ JESSE MYERS

01 April 2025

Jesse Myers breaks down MicroStrategy’s bold new move, the MSTR preferred stock, and shares big-picture views on Bitcoin, scarcity, and economic transformation.

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IN THIS EPISODE, YOU’LL LEARN

  • What MicroStrategy’s new preferred stock offering means for investors.
  • The implications of MSTR’s free cash flow and interest expense dynamics.
  • How Bitcoin continues to shape MicroStrategy’s balance sheet and strategy.
  • Jesse’s take on Elon Musk and Howard Lutnick’s vision for rewiring the U.S. economy.
  • Whether we’re approaching a “debt event horizon” and what that might mean.
  • Misconceptions people have about the current economic landscape.
  • Why appreciating scarcity is a key mindset shift in investing.
  • Jesse’s insights on Bitcoin yield and accretive dilution.
  • What Jesse’s excited about in today’s rapidly evolving financial world.
  • A sneak peek at Jesse’s Global Asset Value chart and what it reveals.

TRANSCRIPT

Disclaimer: The transcript that follows has been generated using artificial intelligence. We strive to be as accurate as possible, but minor errors and slightly off timestamps may be present due to platform differences.

[00:00:00] Intro: You are listening to TIP.

[00:00:03] Preston Pysh: Hey everyone. Welcome to this Wednesday’s release of the Bitcoin Fundamentals Podcast. This week I have backed by popular demand, Mr. Jesse Myers.

[00:00:10] Jesse is the Chief Investment Officer at Onramp. He’s got a background in neuroscience, a degree from Stanford, is an incredible writer in the Bitcoin space. And today we’re talking a lot about MicroStrategy.

[00:00:22] Recently the company has issued yet another round of preferred stock and many people on Wall Street are suggesting this is becoming too much. So Jesse and I dig into the talking points that they have and try our best to talk about all the different variables and what investors need to understand about the stock moving forward.

[00:00:38] This was a really fun one to record, so I hope you guys enjoy our commentary.

[00:00:46] Intro: Celebrating 10 years. You are listening to Bitcoin Fundamentals by The Investor’s Podcast Network. Now for your host, Preston Pich.

[00:01:04] Preston Pysh: Hey everyone. Welcome to the show. I’m here with Jesse Myers. Jesse, welcome back to the show.

[00:01:09] Jesse Myers: Great to be here. Thanks for having me.

[00:01:11] Preston Pysh: So I got a little excited when I saw you talking about this new MicroStrategy preferred. I was having a little bit of a different take on this, and that’s why I really wanted to talk to you.

[00:01:22] So I want to hear your point of view, and then maybe I’ll throw out maybe a contrarian take or whatever, I don’t know, but take it away. What are your thoughts? So this is the second preferred issuance that they’re doing. Give people just a real, real basic overview of preferred stock so that they can understand the context of that. And then we’ll go into the more nuanced financial context.

[00:01:42] Jesse Myers: Okay. Yeah.

[00:01:42] Well, there’s a lot of depth here. Okay. So everybody’s familiar with MSTR, that’s MicroStrategy now. Strategy stock is MSTR, and they’ve been doing the Bitcoin Treasury Playbook for four years now, and they’ve landed on their key metric, which is Bitcoin yield. So their whole goal right now is to use the capital markets in order to raise money to buy Bitcoin in a way that adds Bitcoin per share.

[00:02:12] So it’s accretive dilution, that’s what they’ve been working on for a handful of years now, and they started doing, first they converted their balance sheet into Bitcoin. Great. And then they were like, what other things can we do? They’ve been focused on doing convertible notes for the last few years, raising debt that has an embedded call option, so that’s the convert part. You can convert it to equity at a certain price. And that’s what they’ve been doing, and that’s how they’ve been raising money and buying Bitcoin.

[00:02:42] And recently they’ve greatly upgraded their machinery for how they’re raising money to buy Bitcoin. And those two things that they’ve rolled out now is STRK, Strike and STRF, Strife. And the first Strike, it’s a preferred stock version of a convertible note, and so they’ve cleverly packaged a convertible notes, features, and benefits into a preferred stock offering that is basically paying out like a bond and has an embedded call option in it. That’s what you get when you’re buying STRK Strike.

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BOOKS AND RESOURCES

  • Jesse’s X Account.
  • Jesse Myer’s Newsletter.
  • Jesse’s company, Onramp.
  • Check out all the books mentioned and discussed in our podcast episodes here.
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