Saylor's Bitcoin Buying Spree Hits Week 12 Despite Stock Pain

Michael Saylor just can't help himself. While MicroStrategy's stock takes a beating in this brutal market downturn, the company's about to announce its twelfth consecutive week of Bitcoin purchases. Yeah, you read that right. Twelve weeks straight.

Here's what's wild about this whole thing. MSTR shares have been getting absolutely hammered lately, down significantly from their recent highs. But Saylor? The guy's still clicking that buy button like it's 2020 all over again. We're talking about a company that's basically turned itself into a Bitcoin treasury with a software business on the side.

Look, whether you think this is genius or madness probably depends on your timeframe. Short-term traders watching MSTR's stock price are probably pulling their hair out. But Saylor's been pretty clear he's playing a different game entirely. The man's conviction is something else, I'll give him that.

What strikes me most is the timing. We're seeing serious market turbulence right now, with both crypto and traditional markets looking pretty rough. Most corporate treasurers would be battening down the hatches, preserving cash, playing it safe. Not Saylor. He's out here treating every dip like a Black Friday sale.

The real question is how long MicroStrategy can keep this up if the market stays ugly. They've been creative with financing before, but there's got to be a limit somewhere. Then again, people have been saying that about Saylor for years now, and here we are in 2026 watching him do the exact same thing. Some habits die hard, I guess.