Michael Saylor hints at expanded Bitcoin acquisition following semi-monthly dividend proposal

Michael Saylor hints at expanded Bitcoin acquisition following semi-monthly dividend proposal

Michael Saylor of Strategy posted "Think Even Bigger" over the weekend, merely days following the company's announcement of a $1 billion Bitcoin purchase.

Michael Saylor, co-founder of Strategy, has suggested that another substantial Bitcoin acquisition may be on the horizon, coming merely seven days following the firm's disclosure of acquiring approximately $1 billion worth of Bitcoin during the middle portion of April.

The company revealed on the previous Monday that it had purchased 13,927 Bitcoin valued at $1 billion during the period spanning April 6 through April 12, paying an average cost of $71,902 for each coin, while sharing the message "Think ₿igger" one day prior to submitting the official filing.

Yet on Sunday, Saylor shared "Think Even ₿igger" on the X platform accompanied by a graphical representation showing Strategy's historical acquisition activity, a pattern he has traditionally used when signaling forthcoming purchase disclosures.

The post arrives merely a few days following the Bitcoin treasury firm's proposal to enhance the frequency at which dividend distributions are made to shareholders with the goal of bringing stability to pricing and increasing investor appetite.

Strategy Bitcoin purchase history chart
Source: Michael Saylor

During a video presentation directed toward shareholders that Saylor distributed on Friday, Phong Le, who serves as Strategy's CEO, indicated the firm is aiming to distribute dividends two times monthly — on the 15th day and once more at month's end — totaling 24 annual payments at the present rate of 11.5%.

"What do we think this will do, it should stabilize the price, dampen cyclicality, drive further liquidity and grow demand," Le said.

On Friday, a preliminary proxy document was submitted to the US Securities and Exchange Commission. The final proxy filing is anticipated on April 28, at which time voting will commence to either approve or deny the proposal. The voting period concludes on June 8 during the annual meeting of shareholders, with the revised schedule projected to begin in mid-July should it receive approval.

Strategy is proposing to pay semi-monthly dividends on $STRC, instead of monthly. No change to the annual dividend obligations or dividend rate. These proposed changes are intended to stabilize price, dampen cyclicality, drive liquidity, and grow demand.

— Michael Saylor (@saylor) April 17, 2026

Demand plunging after dividend dates, said Le

According to Le, among the primary motivations behind the suggested modification was to tackle a decline in investor interest following the point at which investors lose eligibility for the next dividend distribution, which reduced purchasing momentum and decelerated the velocity of fresh share offerings.

"If we were to move forward with paying STRC to semi-monthly, we would be in category 1, the only preferred in the world that pays semi-monthly dividends. We think this is unique and this is attractive," he added.

The firm went through numerous variations before deciding upon the semi-monthly timeline and had evaluated weekly and even daily dividend record dates as possibilities. The NASDAQ stock exchange, where Strategy's shares are traded, adheres to industry regulations mandating a minimum ten-day interval between the record date and the actual payment date, as explained by Le.

Among all publicly traded corporations, Strategy maintains the most substantial Bitcoin (BTC) holdings with 780,897 coins, currently valued at $58.2 billion, based on data from Bitbo. The company is additionally recognized as one of the most active acquirers with consistent weekly buying activity.

Shares of the company (MSTR) rose 11.8% during Friday's trading session to reach $166.52. Despite this gain, the stock remains down more than 47% when measured across the previous year, based on data from Google Finance.

The company's ongoing Bitcoin acquisition activity continues even as Strategy carries substantial unrealized losses associated with its cryptocurrency holdings. At the beginning of this month, Strategy disclosed in its quarterly financial results for the first quarter that unrealized losses on its digital asset portfolio totaled $14.46 billion.

← Back to Blog