Strategy invests in Bitcoin again

Strategy chief Michael Saylor has indicated that the company is preparing to announce another Bitcoin purchase.

Saylor posted a bubble chart from StrategyTracker.com on X, showing all of the company’s Bitcoin purchases over nearly the past six years. The accompanying post traditionally hinted at new purchases.

The average purchase price of the 843,738 Bitcoin in Strategy’s portfolio is $75,701 per coin. However, in May, the largest cryptocurrency by market capitalization lost 3.65% of its value: according to CoinMarketCap, Bitcoin was trading around $73,566 at the time of writing. This means that any new purchases were most likely made below the average cost basis of previous transactions.

Blockstream CEO Adam Back noted that Bitcoin’s 200-week moving average had risen well above the $61,000 mark. Some technical investors view this indicator as a sign of a long-term upward trend.

STRC dividend vote

At the same time, another storyline is unfolding. Strategy has initiated a change to the dividend payment terms for STRC preferred shares: the company proposes moving from monthly payments to semi-monthly payments. According to the company, this would reduce reinvestment delays, improve liquidity, and support price stability for the securities.

With only a few days left before the June 7 proxy voting deadline, Saylor and his team are actively working with retail shareholders. The investor relations department sent company employees a message reminding them of the 2026 annual shareholders’ meeting and providing links to the proposals under consideration.

“The amendment to move STRC to semi-monthly dividends requires support from 50% of the 85 million shares outstanding as of April 17, 2026, meaning every vote matters,” the official Strategy account wrote in a post on X.

CEO Phong Le published a video message to STRC shareholders, personally explaining the essence of the proposed amendment. The problem is that retail investors have historically shown low participation in proxy voting. According to a study by the Harvard Law School Forum on Corporate Governance published in November, over the past five proxy seasons, retail holders voted only about 29% of their shares, while institutional investors voted about 77%.

As a result, the company is addressing two issues at once: increasing its Bitcoin position and seeking shareholder support for a key corporate decision. The outcome of the June 7 vote will largely determine how effectively Strategy can manage the structure of its preferred securities going forward.

AI Opinion

Strategy’s historical pattern is interesting in itself: since August 2020, the company has consistently increased its position during periods of market uncertainty rather than at peaks — and each time, Saylor’s signature chart post has preceded an official purchase announcement. This ritual has turned into a kind of leading indicator that the market has learned to read almost as well as corporate press releases.

The structure of STRC dividend financing also deserves special attention. According to SEC filings, the company plans to pay dividends mainly through additional issuances of class A shares — meaning the dividend yield for STRC holders is effectively financed through dilution of common shareholders. A move to semi-monthly payments would accelerate this cycle. The question worth keeping in mind is how sustainable this model is if Bitcoin trades sideways for an extended period.

See also: "Bitcoin holds near $73K amid U.S.-Iran tensions and ETF sell-offs"

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