Michael Saylor’s Wild Bitcoin Obsession Continues Despite Corporate Drama

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Strategy Inc. CEO Michael Saylor signals a continued Bitcoin purchase even as recent price volatility impacts the firm’s net asset values.

So, it’s happened again. Michael Saylor, the ever-optimistic executive chairman of Strategy (formerly known as MicroStrategy-because rebranding is clearly a thing), is teasing yet another Bitcoin purchase. Yes, despite the market behaving like a rollercoaster on a caffeine binge, Saylor remains totally unshaken. The company’s net asset value (NAV) might be taking a hit, but hey, who needs NAV when you have over 640,000 BTC, right? 😅

Strategy’s Bitcoin Addiction: No Signs of Quitting

On the ever-so-trendy platform X (formerly Twitter, because keeping up with names is hard), Saylor shared a chart. But this wasn’t just any chart. This was the Saylor Bitcoin Tracker-because, of course, we need a tracker for Saylor’s obsession. And guess what? The chart has a quote that screams “I’m not stopping anytime soon!” It reads, “The most important orange dot is always the next.” (I mean, someone should probably get him a color wheel for Christmas, right? 🤷‍♀️)

Related Reading: Bitcoin News: Retail Investors Lose $17B in Indirect Bitcoin Bets, Says 10X Research | Live Bitcoin News

Currently, Strategy holds a staggering amount of Bitcoin. We’re talking more than 640,000 BTC, and the firm is clearly in for the long haul. Of course, their recent purchases have been a bit more modest than in the past (they’re not *that* reckless). But, in October 2025, the company took a brief “time-out” from buying Bitcoin-probably because they were recovering from a price surge that made their wallets hurt. Oops. 💸

But the Bitcoin market has been behaving a bit like a toddler on a sugar high lately. Just a few weeks ago, the price peaked at $126,198, and now it’s back down to around $109,000. Guess what? The market’s wild swings are putting the pressure on corporate NAV. Shocking, right? Not. Classic Bitcoin.

Speaking of pressure, Saylor’s stock, MSTR, isn’t doing much better. As of October 18, 2025, it’s sitting at $289.87, which is down 3.38% since the beginning of the year. Ouch. The company’s valuation is practically glued to Bitcoin’s mood swings-so good luck with that, Michael. 😬

Debt-Fueled Bitcoin Hoarding: Saylor’s Bold Financial Masterplan

Let’s talk strategy-because Saylor’s got one. He’s so bullish on Bitcoin, he probably thinks it’ll cure every financial ailment on the planet. He even calls Bitcoin “digital gold.” That’s cute. The man’s a true believer. But the problem is, he’s also getting a little bit of help from debt. Ah, yes, the sweet, sweet taste of convertible debt and preferred stock. Nothing says “I’m in it for the long haul” like a little extra debt, right? 💳

This debt comes in the form of the “Stretch” (STRC) and “Stride” (STRD) series. And yes, we also got a fresh batch of stock offerings in July and September 2025. All of this is basically Saylor’s ticket to buy more Bitcoin, which, surprise, also means more debt obligations. But who cares about that when you’re living the Bitcoin dream, right? 🙄

Market analysts, however, are a bit skeptical. Some think this strategy could implode if Bitcoin keeps its emotional rollercoaster act up. But others? Well, they’re still buying into the long-term dream of Bitcoin as the financial savior of the world. Let’s see how that works out.

In conclusion, Saylor’s latest tweet was basically a neon sign flashing “I’m not giving up on this!” The guy’s clearly in for the long haul, and Strategy is doubling down on its Bitcoin obsession. So, the market is now eagerly waiting for the next “orange dot”-because nothing screams “we’ve got this” like an obsession with a volatile asset. Cheers to you, Michael. 🍻

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2025-10-20 01:47