Michael Saylor, the man who bet big on Bitcoin, just bet bigger. Strategy, his company, scooped up another 6,556 bitcoin between April 14th and 20th, shelling out $555.8 million. That’s roughly $84,785 a pop. It’s a move that’s…well, very Saylor. He’s all in, and he’s letting everyone know it.
- Strategy has significantly increased its Bitcoin holdings, purchasing an additional 6,556 bitcoins for $555.8 million. This bold move underscores Michael Saylor’s unwavering commitment to Bitcoin as a core asset.
- The company funded this purchase by selling its own stock, demonstrating a willingness to restructure its finances around Bitcoin. Despite recent paper losses due to Bitcoin’s volatility, Strategy remains confident in its long-term value.
- With billions still available through stock sale programs, Strategy is likely to continue accumulating Bitcoin. This ongoing strategy presents a fascinating case study in corporate investment and risk management within the crypto space.
The money didn’t magically appear. Strategy funded this latest purchase by selling pieces of itself – 1.76 million shares of common stock (MSTR) and over 91,000 preferred shares (STRK), bringing in $555.5 million. Think of it like selling some furniture to buy more…digital furniture. They’ve got a pretty big furniture store to sell from, too. The stock sale programs still have $1.53 billion (MSTR) and $20.96 billion (STRK) available. Plenty of room to keep stacking those sats.
Bitcoin’s Rollercoaster & Strategy’s Holdings
With this latest haul, Strategy now holds a staggering 538,200 bitcoin. That’s a lot of bitcoin. They’ve accumulated this stash at an average cost of $67,766 per coin, totaling $36.47 billion. Now, Bitcoin’s currently trading around $87,000. Do the math, and that’s roughly $46.8 billion worth of digital gold. A paper profit of around $10 billion. Not bad for a gamble, right?
Interestingly, just earlier this month, Strategy reported unrealized losses of $5.91 billion on their bitcoin holdings for the first quarter of 2025. Accounting rules are funny things. They force companies to admit losses on paper even if they haven’t actually *lost* anything. But Bitcoin, being Bitcoin, decided to bounce back. Those paper losses have flipped into gains. It’s a reminder that in crypto, things change fast. Very fast.
And the market seems to approve. Strategy’s common stock, MSTR, is up about 2.2% today, trading around $324. Investors like seeing a company doubling down on its convictions. Or maybe they just like the ride. It’s hard to say. But one thing’s for sure: Saylor’s strategy is…a strategy. A bold one, at that.
It’s worth remembering that this isn’t just about believing in Bitcoin. It’s about a company fundamentally restructuring itself around a single asset. It’s a high-risk, high-reward play. And right now, the rewards are looking pretty good. But as anyone who’s been in crypto for more than five minutes knows, “pretty good” can change in a heartbeat. Still, Saylor seems unconcerned. He’s built an empire on a bet, and he’s not afraid to double down.
The question now isn’t *if* Strategy will buy more Bitcoin, but *when*. They’ve proven they’re willing to use their stock as fuel for their Bitcoin accumulation. And with billions still available through their stock sale programs, the buying isn’t likely to stop anytime soon. It’s a fascinating experiment, and the crypto world is watching closely. Will it pay off? Only time will tell. But for now, Michael Saylor is sticking to his guns – and buying more bitcoin.

