Michael Saylor’s recent posts have sparked fresh purchase speculation regarding Strategy’s Bitcoin holdings. He shared a portfolio chart and wrote, “What if I started adding green dots?” —This sentence is read by many investors as an invitation to make a new purchase. According to the chart, Strategy's Bitcoin stash is valued at nearly $60 billion, which reflects the acquisition of a total of 649,870 Bitcoins in 87 separate purchases.
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Saylor's comments spur market talk
The company's tracker shows past purchases as orange dots. The idea of a green dot suggests that if the strategy chooses to add more Bitcoin, a new marker, i.e. a new purchase, may appear. The signal comes at a time when volatility has returned to the crypto market and any sign of accumulation by institutional investors is a headline-worthy event.
CEO talks about when sales happen
Strategy CEO von Leh said a sale would be a last resort. Lee told listeners on the podcast that the company would only sell Bitcoin under extreme circumstances, primarily when the market value falls below its net asset value (NAV) and it is unable to raise new capital.
What happens if we start adding green dots? pic.twitter.com/a19bD33KzD
— Michael Saylor (@saylor) November 30, 2025
According to reports, the company expects to be able to meet its annual preferred stock dividend obligations of approximately $750 million to $800 million by raising capital if the stock price rises above NAV. Mr Lee said this approach allows the company to continue increasing its holdings while achieving dividends.
Debt and dividend plans remain at the forefront
According to company documents, the company is able to maintain its dividend even under stress. Strategy recently unveiled its BTC Credit Dashboard, which aims to provide investors with clearer visibility into how the company can repay its debt over time.
The average purchase price is nearly $74,000, according to company statistics. The dashboard suggests that the company's calculations suggest that dividend payments could be maintained for decades even if Bitcoin trades around the company's average cost.
Market slide tests credibility
After hitting a high of more than $126,000 in October, Bitcoin fell sharply, dropping below $86,000 in early Asian trading on December 1, a 6% drop in one session.
Breaking news: Bitcoin drops -$4,000 in 2 hours due to resurgence of mass liquidations.
Over the past 60 minutes, $400 million worth of leveraged longs have been liquidated. pic.twitter.com/qKB7MYJapu
— Kobeissi Letter (@KobeissiLetter) December 1, 2025
Other tokens also fell, with Ethereum dropping more than 7% to around $2,800 over the same period. Analysts linked the decline to a broader “risk-off” mood, with concerns over inflation and central bank policy weighing on risk assets.
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Positioning strategy amidst backlash
Strategy previously said it faced pressure when Bitcoin was trading near $90,000, briefly putting its membership in the Nasdaq 100 in jeopardy. Still, company leaders continue to emphasize a long-term approach to owning Bitcoin.
Mr. Saylor and Mr. Lee's recent public comments about policy pairing suggest that Strategy is drawing a clear line on when it will consider selling, while keeping the door open for push buying.
The coming weeks will test whether these green dots appear on the company's tracker and whether market conditions give large holders an opportunity to add to their positions.
Featured image from Unsplash, chart from TradingView
