MicroStrategy executive chairman Michael Saylor posted a two-word tweet this week that’s being read as a signal the company is about to start buying Bitcoin again. “Working better,” he wrote — a phrase that, in context, points to a resumption of the firm’s dollar-cost-averaging strategy after a recent lull. The message comes as Bitcoin struggles for traction in May, down more than 3.5% for the month.
The tweet that broke the silence
Saylor’s account has been quiet on the purchase front for weeks. MicroStrategy’s last disclosed Bitcoin buy came in early May, and the company had gone nearly a month without adding to its stack — a notable pause for a firm that had been buying almost weekly through the spring. “Working better” didn’t come with a timestamp or a purchase amount, but longtime watchers of Saylor’s Twitter feed know the phrase is code for the company’s automated buying program being back online. The tweet got picked up fast on crypto Twitter, where sentiment around institutional accumulation has been running mixed.
What the pause looked like
MicroStrategy hasn't explained the gap. The company doesn't usually announce pauses, it just stops filing 8-Ks about new buys. The last filing showed the firm held roughly 226,000 BTC, acquired at an average price well below current levels. The month-long silence had some traders wondering whether Saylor was waiting for a lower price — or dealing with some internal liquidity constraint. The “working better” tweet suggests the machinery is greased and ready to go again, though the timing isn’t great for a splashy entry: Bitcoin is on track for its first down month since February.
Bitcoin’s May slump
BTC is down about 3.5% in May, trading around the $64,000 zone as of this report. The month has been a grind — no single catalyst, just a slow bleed from the April highs near $70,000. Short-term holders have been losing confidence, while long-term holders continue to accumulate on dips. Saylor’s tweet didn’t move the price much, but it did spark a round of speculation that MicroStrategy’s next buy — if it comes — could provide a psychological floor for a market that’s been looking for one.
What to watch
MicroStrategy files Form 8-K with the SEC within a day or two of any material Bitcoin purchase. If Saylor’s tweet was more than a tease, an official filing should hit the wire soon. The market will be watching for the size — a token buy vs. a large block — and whether the company uses the current dip to load up. For now, the two-word tweet is the only signal, and it’s a loud one for anyone tracking the corporate Bitcoin playbook.
