Michael Saylor’s Brilliant Roadmap to a Bear Market: CryptoQuant’s Take

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When Strategy Meets Sobriety: Bitcoin’s Thrift Shop Makeover 🧢💸

In a plot twist no one saw coming-and by “no one,” I mean traders glued to their screens-the ever-ambitious Michael Saylor’s grand plan to buy Bitcoin has hit a speed bump faster than a racing snail in molasses. CryptoQuant, the on-chain nosy parker, reports that Strategy’s Bitcoin shopping spree is now more of a quick sprint than a marathon. Where they once bought 134,000 BTC in their enthusiasm, now they’re down to a measly 9,100 in November 2025. Yes, that’s right-less than a coffee order at a trendy café. Only 135 BTC this month, which makes their previous “buy until you die” strategy look like it’s on a diet.

“A 24-month buffer makes one thing clear: they’re bracing for the bear market.” Basically, it’s a financial version of throwing on a sweater and clutching a cup of hot cocoa before the market gets cold enough to snow on your investments.

But wait, there’s more! Strategy’s dazzling new plan involves a “major shift.” Think of it as turning their shiny, Bitcoin-laden toolbox into a more flexible Swiss Army knife-selling Bitcoin or derivatives now might be on the table, because who doesn’t love a bit of financial roulette?

“Strategy’s Bitcoin buying has collapsed through 2025. Monthly purchases fell from 134K BTC at the 2024 peak to just 9.1K BTC in November 2025, only 135 BTC so far this month. A 24-month buffer makes one thing clear: they’re bracing for the bear market.”

New Tricks for Old Strategies

Quite the pivot! They’ve managed to raise over $1.44 billion-probably in the shortest time it took to decide to change their minds-by issuing common equity. This cash mountain is now reserved for paying dividends on preferred stock and keeping the lights on for at least a year. The twist? They’re also considering selling Bitcoin or derivatives if the risk becomes too spicy.

“This cash buffer is designed to cover preferred stock dividends of around $700 million annually, and bond interest for 12 to 24 months, diverging from their previous “buy more Bitcoin” obsession.”

The new strategy involves a split personality: a long-term Bitcoin stash sitting pretty and a short-term cash reserve ready to pounce. It’s like having a savings account and a gambling fund in the same wallet, just in case.

“Strategy’s shift from aggressive Bitcoin accumulation to a more conservative, liquidity-focused treasury approach coincides with Bitcoin’s largest drawdown of 2025, a decline so severe it probably made even the most stubborn hodlers consider a career change.”

They currently hold 650,000 BTC valued at a hefty $61 billion-enough to make Saylor’s accountant do a double take. At an average buy-in of around $74,436, that’s up 26%, which is awkwardly like finding an extra cheeseburger in your diet after eating salads for months. But repeat after me: “Markets change, and so do strategies.”

Stock Market: The Saylor Saga Continues

Meanwhile, the stock of the company, the MSTR ticker, has been on a downward rollercoaster since mid-July-almost 60% plummets. It’s like watching your favorite soap opera, only with more financial despair. After Bitcoin peaked and everyone got nervous, MSTR shares dipped even more. Right now, they’re trading at $188-up 4% as Bitcoin’s latest rebound tickles the market, yet still down 35% since last year. And Bitcoin, for its part, has lost around 5% over the same period, currently at the same price as a fancy watch-$93,600-because apparently, that’s a thing.

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2025-12-04 21:29