In brief

Strategy’s decision to retire $1.5 billion in debt and purchase 24,869 BTC drained its corporate cash reserves right before a monthly dividend payout.

The Bitcoin treasury firm’s $ 2.5 million BTC sale reversed its “never sell” narrative, triggering structural depegging fears and $1.76 billion in crypto liquidations.

While critics label the timing a tactical blunder, some analysts argue institutional investors view it as manageable leverage friction rather than a death spiral.

Bitcoin is off to a shaky start in June, dropping roughly 10% from $74,000 to $65,400 as headwinds pile, but the outlook remains firmly fixated on the impact of Strategy’s first BTC sale since 2022.The Bitcoin treasury firm revealed in an 8-K filing Monday that it had sold 32 BTC the previous week, sparking heated debate on crypto Twitter.The move marked a reversal of Strategy’s long-held “Never sell your Bitcoin” stance, with the firm’s Chair, Michael Saylor, laying the groundwork for the move last month, noting in an earnings call that “we will probably sell some Bitcoin to pay a dividend just to inoculate the market and send the message that we did it.”Bitcoin plunged sharply on the news, before slipping to lows under $66,000 as headwinds mounted, pushing liquidations of leveraged positions in the crypto market to $1.76 billion on June 2, per CoinGlass data.A “structural crack”Skeptics argue that the move signaled structural distress in how Strategy plans to service its dividend obligations, fracturing the long-standing "never sell" narrative associated with its Bitcoin acquisition strategy.It boils down to a few key recent moves: Strategy’s sale of 32 BTC and Saylor’s decision to use the company’s $1.38 billion in cash reserves to retire $1.5 billion of its 2029 convertible bonds.Around the same multi-week window, Strategy purchased 24,869 BTC using the proceeds from its $2 billion STRC offering, effectively draining its corporate cash reserves, which critics painted as a tactical misstep since it comes right before an expensive monthly dividend payout to STRC holders.“It’s tragicomic how bad Saylor's recent moves have been,” crypto economist Alex Kruger tweeted Tuesday. “He tried to save STRC by signaling willingness to sell Bitcoin, and cratered it all in the process.” Kruger added that Strategy was “cornered” and that Saylor “Should have sold size if he was going to sell.”