Nikolas Sargeant
TL;DR
-
Michael Saylor has hinted that Strategy could announce another Bitcoin purchase this week.
-
The company currently holds 847,363 BTC but is sitting on an estimated unrealized loss of around $13 billion as Bitcoin trades near $60,000.
Michael Saylor has once again signaled that Strategy could be preparing to expand its Bitcoin holdings, despite growing financial pressure on the company's aggressive accumulation strategy.
On Sunday, the Strategy co-founder and executive chairman posted the company's familiar Bitcoin acquisition tracker on X with the caption, "We're gonna need more charts." The post has become a well-known indicator that the company may announce another Bitcoin purchase when it files its next regulatory disclosure.
We’re gonna need more charts. pic.twitter.com/xVASOEnSw8
— Michael Saylor (@saylor) June 28, 2026
Historically, similar posts have been followed by Monday filings confirming new Bitcoin acquisitions.
Strategy May Announce Another Bitcoin Buy
Saylor's latest teaser comes just days after Strategy disclosed its smallest Bitcoin purchase in recent months.
The company revealed on June 22 that it acquired 520 BTC for approximately $35 million, a significant slowdown compared with previous buying activity. At the same time, Strategy increased its cash reserves by $300 million, bringing its total dollar holdings to roughly $1.4 billion.
The slower pace suggests the company may be preserving liquidity while continuing its long-term Bitcoin accumulation strategy.
As of its latest disclosure, Strategy owned 847,363 BTC, acquired at an average purchase price of approximately $75,646 per Bitcoin.
With Bitcoin trading near $60,000, the company's holdings are currently carrying an estimated unrealized loss of roughly $13 billion, although some market estimates place the paper loss closer to $14 billion following the recent decline in Bitcoin's price.
Despite the losses, Saylor has consistently maintained that Strategy intends to remain a long-term Bitcoin accumulator.
Falling Stock Price Raises Capital Concerns
Strategy's ability to finance additional Bitcoin purchases has become more challenging as its stock price continues to weaken.
Shares of MSTR fell to around $82 on Friday, marking their lowest level since February 2024.
The company's STRC variable-rate preferred shares have also come under pressure, falling to a record low of roughly $71, well below their intended $100 trading value despite offering an 11.5% annual dividend.
The decline in both securities has pushed Strategy's enterprise market net asset value (mNAV) below 1 for the first time.
This means investors are valuing the company's overall enterprise at less than the market value of the Bitcoin it owns, reducing Strategy's ability to raise fresh capital through equity issuance.
Strategy's leveraged Bitcoin strategy has attracted increasing criticism from both industry executives and market analysts.
Ripple CEO Brad Garlinghouse recently argued that the company's approach focuses too heavily on financial engineering rather than creating long-term value, suggesting the discount in STRC shares reflects weaknesses in the business model.
Meanwhile, blockchain analytics firm CryptoQuant has recommended that Strategy temporarily halt Bitcoin purchases and prioritize rebuilding its cash reserves.
According to CryptoQuant's Head of Research, Julio Moreno, the company's annual preferred dividend obligations have climbed to approximately $1.2 billion, while cash coverage has fallen dramatically. Moreno estimates that Strategy would need around $2.8 billion in reserves to comfortably cover two years of dividend payments.
Strategy Remains Committed to Accumulating Bitcoin
Despite mounting concerns, Saylor has repeatedly reaffirmed his commitment to expanding Strategy's Bitcoin treasury.
Earlier this year, he said the company intended to purchase 10 to 20 Bitcoins for every coin it sells.
Although Strategy sold 32 BTC in early June to help fund a dividend payment—its first Bitcoin sale since 2022—it quickly resumed its weekly acquisition program.
With Bitcoin trading near its lowest levels since October 2024, investors are now watching closely to see whether Strategy announces another purchase this week.
A new acquisition would extend the company's ongoing accumulation streak, even as declining share prices make its financing strategy increasingly difficult to sustain.
