Strategy (MSTR) Stock: Michael Saylor Hints at More Bitcoin Purchases After $1.25 Billion Buy

TLDR

• Michael Saylor posted “Bigger Orange” on social media, teasing another Bitcoin purchase for Strategy after buying $1.25 billion worth last week
• Strategy has purchased 14,910 BTC in January 2026, bringing total holdings to 687,410 BTC at an average price of $75,353 per coin
• The company’s Bitcoin position shows a paper profit with BTC trading around $92,600
• Strategy stock has dropped 52.67% over the past year despite aggressive Bitcoin accumulation
• The company faces billions in convertible note debt coming due in late 2027 and 2028

Strategy chairman Michael Saylor appears ready to add more Bitcoin to the company’s massive holdings. Just days after a $1.25 billion purchase, Saylor posted a cryptic message signaling another buy could be coming soon.

Strategy Inc, MSTR

On Sunday, Saylor shared a screenshot from StrategyTracker on X. The image showed Bitcoin’s price chart marked with the company’s past purchase dates. His caption read simply “Bigger Orange,” referring to the color commonly associated with Bitcoin.

This isn’t the first time Saylor has used social media to hint at upcoming purchases. He’s developed a pattern of teasing major buys through X posts before making formal announcements.

Strategy started 2026 strong with Bitcoin purchases. The firm bought 1,283 BTC for $115.97 million on January 4. That was just the warmup.

On January 11, the company went big with a purchase of 13,627 BTC worth $1.25 billion. Between both transactions, Strategy added 14,910 BTC to its reserves this month alone.

Bitcoin Holdings Hit New Heights

The company now controls 687,410 BTC. Their average purchase price sits at $75,353 per coin. With Bitcoin currently trading around $92,600, the position shows a healthy paper profit.

StrategyTracker data confirms the company’s position remains in the green. Bitcoin prices have held above their average cost basis, giving Strategy breathing room on its bet.

The aggressive buying strategy continues despite market volatility. Bitcoin dropped 2.6% in the past 24 hours as tariff tensions between the U.S. and Europe rattled risk assets.

Stock Price Tells Different Story

While the Bitcoin holdings look good on paper, Strategy’s stock hasn’t followed the same trajectory. Shares have fallen roughly 52.67% over the past year. The stock traded at $173.71 as of January 16.

The disconnect between Bitcoin gains and stock performance has raised questions. Investors seem less enthusiastic about the company’s approach than Saylor himself.

Strategy funds its Bitcoin purchases through various methods. Convertible notes have been a key tool for raising capital. These short-term debt instruments allow the company to buy Bitcoin without immediate cash outlays.

But that debt comes with a catch. Between late 2027 and 2028, note holders can start converting billions worth of these instruments. That timeline puts pressure on Strategy to have substantial capital available.

The company has stated multiple times it has enough resources to handle the debt conversions. Management expressed confidence in weathering the upcoming obligations.

However, they’ve also mentioned a backup plan. If necessary, Strategy could sell part of its Bitcoin stash to raise capital. That option remains on the table as debt deadlines approach.

Bitcoin traded just above $92,600 in Asian morning hours on Monday.

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