Strategy Shocks Market: Ends 4-Year Bitcoin Buying Streak with Surprise Sale

After almost four years of consistently buying and holding Bitcoin, Strategy recently sold 32 BTC for $2.5 million during the last week of May, ending its long period of accumulation.

Summary

The company recently sold 32 Bitcoin for an average price of $77,135 each, according to a filing with the Securities and Exchange Commission on June 2nd. This brings their total Bitcoin holdings down to 843,706.

According to the document, the money from the sale will likely be used to pay dividends to investors who own Strategy’s preferred stock.

Although the amount sold is relatively small compared to the company’s overall Bitcoin reserves, this marks the first time Strategy has reported selling Bitcoin since a trade made for tax reasons in December 2022.

Records show the company first sold 704 Bitcoin, then bought back 810 Bitcoin just two days later. Since then, Strategy has become known for consistently growing its Bitcoin holdings by using loans and investments.

Rumors of a potential sale increased recently when Lookonchain, a blockchain analytics firm, noticed a large Bitcoin transfer. On May 29th, Strategy moved 411.48 BTC (about $30.3 million) to Coinbase Prime. Lookonchain noted this was the first time Strategy had directly sent Bitcoin to an exchange in almost two years.

Management has acknowledged Bitcoin sales may support financing needs

Company leaders have recently hinted they might sell some of their Bitcoin holdings in the future.

During a recent earnings call, Michael Saylor, executive chairman of Strategy, mentioned the company might sell some of its Bitcoin holdings if necessary to cover payments owed to holders of its preferred stock. This statement was notable because Strategy has consistently emphasized a long-term approach to Bitcoin investment.

Recent company statements revealed that Bitcoin sales were part of a plan to reduce debts. Previously, Strategy had bought back almost $1.5 billion worth of its convertible notes (due in 2029) for around $1.38 billion in cash.

The documents showed the company could fund the buyback using existing cash, money raised by selling more stock, borrowing money, or selling some of its Bitcoin holdings.

In an interview on May 25th, Saylor suggested that Strategy might sell some of its Bitcoin holdings before the end of 2026. He explained that using a variety of funding sources – like cash, investments, loans, and even Bitcoin itself – is more effective than depending on just one method.

Stock sales accompanied the latest Bitcoin transaction

Alongside the Bitcoin sale, Strategy also raised capital through its equity program.

According to a recent regulatory filing, the company sold over 800,000 shares of its common stock, bringing in about $128.3 million. No preferred stock was issued during this time.

Before the report became public, experts predicted Strategy wouldn’t buy Bitcoin or issue new preferred stock. STRC Live’s earlier analysis supported this expectation.

Over the weekend, some investors predicted new purchases of Bitcoin after Michael Saylor posted a chart showing his company’s Bitcoin buys on X (formerly Twitter), with the caption “Working Better.”

However, the most recent report showed a different outcome. Despite this, Strategy CEO Phong Le stated last week that future sales wouldn’t affect the company’s overall goals.

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2026-06-01 16:30