Why Michael Saylor’s DCA Works (But Yours Doesn’t)

15 Feb 2026 · 1 min

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In this commentary, the speaker explains why Michael Saylor’s dollar‑cost averaging (DCA) strategy for Bitcoin is fundamentally different from that of ordinary retail investors. Saylor can deploy virtually unlimited capital because he uses corporate cash, investor‑provided funds, and long‑dated, non‑callable loans, allowing him to keep buying Bitcoin regardless of price movements without ever needing to sell. This lack of cash‑flow pressure, margin calls, or deadlines means higher‑priced purchases do not threaten his position. In contrast, most individual investors have finite resources, regular expenses, emergency needs, and potential cash‑out timelines, which limit how much and how long they can DCA. Consequently, the same DCA approach that works for Saylor can be risky or ineffective for typical long‑term investors.

Chapters

Saylor is playing with a cheat code. He's got access to nearly endless money, corporate funds, investor cash and loans that don't come due for decades. He doesn't have to sell ever. He doesn't have to worry about cash flow or short term swings. He just keeps buying no matter what. And that's a game changer. But it's a game changer for him. And when Saylor buys bitcoins at higher and higher prices, it actually doesn't hurt him. He's not at risk of being forced out. There's no deadline, there's no margin calls, there's absolutely no pressure because he can ride out the storm. But most of us, we don't have that same kind of luxury. And even if we call ourselves long term investors, we do have limits. Our money is absolutely finite. We have bills to pay, we have emergencies or just the need to cash out someday. We can't always wait forever for prices to recover.