Michael Saylor Teases Buying More Bitcoin For Strategy Despite Market Backlash

In a recent tweet, Michael Saylor teased the purchase of additional Bitcoin for Strategy despite the market backlash.

Michael Saylor Hints Strategy Will Buy More Bitcoin

The speculation regarding another Bitcoin acquisition is again stirring after Strategy Executive Chairman Michael Saylor posted his usual, weekly update on X on Sunday. The post came ahead of the company’s expected weekly acquisition on Monday.

“We’re gonna need more charts,” Michael Saylor wrote as he also added the firm’s famous “Orange Dots” chart. For context, this graphic shows all of Bitcoin Strategy’s purchases to date. The announcement immediately raised hopes that the company might announce another Bitcoin purchase when markets reopen on Monday.

We’re gonna need more charts. pic.twitter.com/xVASOEnSw8

— Michael Saylor (@saylor) June 28, 2026

Michael Saylor’s teaser is coming just days after Strategy announced a relatively modest $35 million Bitcoin acquisition. Meanwhile, it also boosted its holdings in U.S. dollars by about $300 million. To pay for these transactions, the firm raised over $335 million in MSTR stock sales. This move also raised further investor questions on shareholder dilution.

What’s Next For Strategy?

The latest rumors also come at a time when there is greater debate about the Michael Saylor-led company’s capital structure. According to Grayscale’s CEO and Head of Research Zach Pandl, the company has two scenarios for the Variable Rate Perpetual Stretch Preferred Stock (STRC).

“What I think happens: increase in STRC dividend of 50bp, which equates to ~$100mn higher dividend obligation for next 2yrs; probably does not help market confidence,” Pandl wrote on X.

In his view, a more different approach would better reassure investors. Panel added, “What I hope happens: sale of ≥ ~$3bn $BTC to cover nearly all cash obligations for next 2yrs (ex one of the converts); probably would restore market confidence.”.

However, that isn’t everyone’s idea of a plan. But longtime Bitcoin critic Peter Schiff said selling off any of Strategy’s holdings could be detrimental.

“Those of you who think Saylor can solve the $STRC problem by selling Bitcoin… $MSTR can’t sell Bitcoin without crashing the price of Bitcoin,” Schiff has cautioned. He further added that “even if Strategy merely stops buying Bitcoin, that change alone would crush the market.”

Presently, Strategy has 847,363 BTC in its possession, which makes it the biggest publicly traded corporate Bitcoin owner in the world. Nonetheless, the company stirred controversy by selling off 32 BTC in May 2026. This move contradicted Saylor’s previous statement that Strategy would never sell its BTC.