Michael Saylor’s Latest Bitcoin Binge Leaves Wall Street Nervous (and in Awe!) 😏

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It was the kind of Monday where a man with a hunger for risk, and perhaps a taste for irony, sat pondering not cattle or fields or the meaning of a stormcloud, but the tempting glimmer of Bitcoin tickers. So it was that Michael Saylor—stalwart of a company with the steadfast name of Strategy—sent $1.42 billion on a journey to buy up 15,355 more shiny coins, almost as if he were stocking up for winter. 🪙

And in that purchase—a haul so massive you could measure it by the ton if only you could lift the internet—we see Strategy perched at the top, clutching 553,555 Bitcoin, counting itself rich to the tune of $52 billion, and causing CEOs everywhere to wish they, too, could be so bold (or so reckless, depending who you ask). If there’s a corporate Bitcoin king, Saylor seems determined to keep his crown, even if the throne wobbles.

Shells Out a Fortune, Hopes for Gold—Or at Least Gold Plated

These fresh coins didn’t come cheap, either. Saylor and his merry band paid $92,737 per digital nugget, which is nearly $25k over what they’d paid on average in the past. It’s a bit like being so eager at the auction that you start bidding against yourself. But such is the way when the end of the month comes around and Strategy feels the itch. It’s a cycle sturdier than most hearts—a giant buy at month’s end, regular as an old clock chugging along.

$MSTR has acquired 15,355 BTC for ~$1.42 billion at ~$92,737 per bitcoin and has achieved BTC Yield of 13.7% YTD 2025. As of 4/27/2025, we hodl 553,555 $BTC acquired for ~$37.90 billion at ~$68,459 per bitcoin.

— Michael Saylor (@saylor) April 28, 2025

Once upon a time, Strategy was called MicroStrategy and busied itself with less dramatic things than wagons full of crypto—business intelligence and charts and other pursuits so dry your tongue would crack. But these days, Saylor’s crowd has bought Bitcoin thrice in five weeks, and, by some miracle (or perhaps the magic of bull markets), they show a 14% return since January. Wall Street must wonder if it’s luck, skill, or a special recipe involving a rabbit’s foot and very deep pockets.

Everyone Else Looks Like A Small Fish Now

Strategy’s bag of coins dwarfs the next in line. Marathon Digital is peering up from second place, but it’s like comparing the Mississippi to a creek behind your house; more than half a million Bitcoin separate them, and as for Twenty One Capital, well, they must be tired from trying to keep up.

The firm has bet nearly $38 billion so far. Now their digital treasures are valued at just over $50 billion. That means, on paper—where accountants live and hope—they’re sitting on $14 billion in unrealized profit. Saylor could be said to have the opposite of buyer’s remorse, or perhaps he’s simply too busy buying to have second thoughts.

Is There a Pattern Here, Or Are They Just Superstitious?

Some say there’s witchcraft to it, but a sober crypto expert named J.A. Maartunn from CryptoQuant has noticed: Strategy’s got a thing for month’s end. Huge buys: 20,365 BTC in February, 22,048 BTC in March, and now April’s deep pockets. The in-between times? Small fries—never more than 7,000 coins. You could set your calendar by it. So if you’re waiting for fireworks, just watch the last week of the month—Strategy’s next shopping spree is likely just around the corner. 🎩

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2025-04-29 23:16