Michael Saylor Teases New Bitcoin Purchase Amid $5.9B Strategy Q1 Loss Lawsuit

Michael Saylor’s cryptic tweet suggests another Bitcoin acquisition may be on the horizon — just as Strategy faces legal heat over its massive Q1 losses and insider stock sales.

Michael Saylor, executive chairman of Strategy (formerly MicroStrategy), has once again set the crypto community abuzz. On Sunday, he posted a chart of the company’s historic Bitcoin purchases on X (formerly Twitter), accompanied by the caption: “Nothing Stops This Orange.”

Though vague, Saylor’s past tweets in a similar tone have consistently preceded major Bitcoin purchases. Currently, Strategy holds 592,100 BTC, worth approximately $59.7 billion, securing its position as the largest Bitcoin-holding public company worldwide.

But while Saylor signals optimism, legal challenges are mounting — and they may cast a shadow over the company's future moves.

Strategy Faces Lawsuit Over Q1 Bitcoin Losses

The tweet comes on the heels of a shareholder lawsuit filed last Thursday in a Virginia federal court. The suit, lodged by investor Abhey Parmar, targets Saylor, CEO Phong Le, CFO Andrew Kang, and four board members, accusing them of breaching fiduciary duties.

At the center of the legal action is Strategy’s $5.9 billion unrealized loss on its Bitcoin holdings in Q1 2025 — a figure reported following a controversial accounting change tied to new guidance from the Financial Accounting Standards Board (FASB).

Parmar claims the company misled investors about the nature and financial impact of the new accounting policy, which allows corporations to report crypto assets using fair market value on their balance sheets.

The lawsuit alleges that the move directly contributed to a near 9% drop in Strategy’s stock price, damaging shareholders who were unaware of the full implications.

Source: Michael Saylor

Insider Sales Under Scrutiny

Adding to the controversy, Parmar’s complaint also accuses Strategy executives of profiting from insider stock sales before disclosing the losses. The suit alleges these trades were executed while Strategy’s share price was "artificially inflated," allowing insiders to pocket nearly $31.5 million.

These actions, according to the complaint, amount to gross mismanagement, abuse of control, and the waste of corporate resources.

A Second Class Action Looms

This is not the only legal hurdle Strategy faces.

In mid-May, another investor, Anas Hamza, filed a proposed class-action lawsuit also related to the adoption of the FASB crypto accounting rules. That complaint echoes similar concerns, accusing the company of failing to disclose the full scope and risks of the accounting change and misrepresenting the stability of its Bitcoin-based financial strategy.

Strategy has responded to the lawsuits in regulatory filings, stating that it “intends to vigorously defend against these claims.”

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Strategic Moves Continue Despite Legal Storm

Despite the legal pressures, Saylor’s tweet suggests the company remains undeterred in its Bitcoin conviction. Previous cryptic posts from the outspoken Bitcoin bull have preceded significant acquisitions — and many believe another buy is imminent.

For Saylor and Strategy, Bitcoin remains the centerpiece of their long-term thesis. But as legal scrutiny increases and financial volatility persists, how the company navigates its next move may define its legacy in both corporate and crypto history.

Key Takeaways:

Strategy holds 592,100 BTC, valued near $59.7 billion.

The company faces lawsuits alleging mismanagement over a $5.9B Q1 Bitcoin loss.

Executives are accused of profiting from insider stock sales before public disclosure.

Michael Saylor hints at another Bitcoin acquisition with a cryptic tweet.

Strategy affirms it will defend itself against ongoing legal claims.

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