Michael Saylor’s Bizarre Bitcoin Adventure: Buying High and Crying Low! 😂

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In a rather curious turn of events, Michael Saylor’s grand adventure led him to purchase a whopping 1,229 BTC for the princely sum of $108.8 million, all while Bitcoin was plummeting like a rock-down 7% year-to-date, mind you-and MSTR stock took a nosedive of 47% in 2025. Ain’t that a kick in the pants?

Now, if you’ve heard of Michael Saylor’s Strategy-once known by the more respectable name of MicroStrategy-you’d know they’ve been on a Bitcoin buying spree, snagging 1,229 shiny coins between December 22 and December 28. Quite the shopping spree at the local virtual coin store!

This little acquisition comes at a time when Bitcoin’s price is sliding southward into the last days of 2025, raising eyebrows and questions about whether this timing is genius or sheer folly.

Adding to the Pile While the Market Stumbles

Strategy, like a kid at a candy store, confirmed the purchase of those 1,229 BTC at an average price of $88,568 per coin. Now, that’s a whole lotta dough for some digital tokens!

According to a filing that reached the hallowed halls of the U.S. Securities and Exchange Commission (SEC), they funded this little escapade by hawking 663,450 shares of their own stock, making the exact amount spent on Bitcoin. A smooth operator, wouldn’t you say?

With this latest haul, Strategy now boasts a staggering total of 672,497 BTC, acquired for a jaw-dropping $50.44 billion at an average of $74,997 apiece. They could’ve bought a small nation with that kind of cash!

Just the week before, our bold adventurers had hit the brakes on purchases, stashing away a cool $2.19 billion in USD reserves. But lo and behold, they’ve jumped back into the fray with this new batch of Bitcoin, signaling a long-term strategy despite the wild swings of the market. Talk about commitment!

Bitcoin and MSTR: A Comedy of Errors

The saga continues as Bitcoin appears to be on a path toward closing 2025 with a delightful decline of nearly 7%. It teased us all by briefly bouncing above $90,000 before plummeting back to about $87,000-like a yo-yo that just won’t cooperate!

The current state of affairs has put a damper on Bitcoin’s earlier profit margins for the year. Historical data suggests this digital gold usually doesn’t suffer two consecutive years of losses. Traders are holding their breath for early 2026, hoping for a miraculous recovery. Fingers crossed!

Meanwhile, Strategy’s stock (MSTR) is also feeling the heat, dropping a staggering 47% year-to-date-from a lofty peak of around $455 down to about $158. The stock price didn’t even budge an inch after the latest Bitcoin buy. Poor thing!

Related Reading: Michael Saylor’s Tactics Lead to Nasdaq 100 Inclusion as MSCI Debate Grows

Public Response and Bitcoin Hoarding

This latest Bitcoin binge is just part of a larger trend in December. Earlier this month, Strategy gobbled up 10,624 BTC for $962.7 million and followed it up with another 14,620 BTC for $980 million. They’re really racking up the digital coins, aren’t they?

Michael Saylor continues to wave his Bitcoin flag high and proud, often tweeting about his beloved strategy from his digital soapbox on social platform X (formerly known as Twitter). Just the other day, he posted “Back to Orange,” which many interpreted as a hint of yet another impending purchase. Gotta love the suspense! 🎭

Back to Orange.

– Michael Saylor (@saylor)

Of course, not everyone is on the Saylor train. Peter Schiff, the notorious Bitcoin skeptic, threw some shade on the whole affair, quipping that after five years of buying Bitcoin at an average price of $75,000, the company’s returns were still underwhelming. Ouch!

Strategy has been buying Bitcoin for five years. With an average cost of $75K, the company has a “paper profit” of just 16%. That’s an average annual return of just over 3%. They would have been much better off had they bought just about any other asset instead of Bitcoin.

– Peter Schiff (@PeterSchiff)

“They’d have done better with almost any other asset,” Schiff remarked in a cheeky post. If only he had the last word!

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2025-12-30 12:05