Strategy Sells Bitcoin For First Time Since 2022 Tax-Loss Trade

Strategy sold a small portion of its Bitcoin holdings last week, marking the company’s first disclosed BTC sale since its December 2022 tax-loss harvesting transaction. The sale is notable less for its size than for what it signals: Strategy is now willing to use a sliver of its Bitcoin stack to service the preferred equity…

Arca CIO Warns Strategy’s Bitcoin Bet Has ‘Gotten Out Of Hand’

Arca CIO Jeff Dorman warned that Strategy’s Bitcoin-heavy balance sheet has entered a more dangerous phase, arguing that the company, Bitcoin holders and its preferred shareholders are now locked in a difficult capital-structure tradeoff. In a May 28 post on X, Dorman said he is “not in Saylor’s inner circle,” but argued that the MSTR…

Strategy Signals Fresh Bitcoin Buy As Saylor Tweets ‘Back To Work’

With Bitcoin trading near $69,000, Strategy is sitting on an unrealized loss on its large cryptocurrency holdings, yet the company’s founder shows no sign of pulling back. Saylor’s Orange Dot Returns Michael Saylor posted what followers recognized immediately: the orange dot chart his company uses to signal a fresh round of Bitcoin buying. The post,…

Strategy Unfazed By Bitcoin Crash, Michael Saylor Vows Quarterly Purchases

Michael Saylor, the outspoken Bitcoin (BTC) advocate and Strategy (previously MicroStrategy) co-founder, said on Tuesday that the company remains firmly committed to its long‑standing Bitcoin strategy, despite growing concerns about its financial risks. Strategy Will Buy Bitcoin Every Quarter Speaking in an interview with CNBC, Saylor said Strategy plans to continue buying Bitcoin on a…

Bitcoin Must Fall 90% For Years To Pressure Strategy’s Debt, CEO Says

Strategy’s leadership is pushing back against growing concerns that the world’s largest corporate holder of Bitcoin (BTC) could face serious financial stress as the cryptocurrency’s price continues to slide.  Speaking after the company released its fourth‑quarter results, CEO Phong Le sought to reassure investors that the firm remains well-positioned, even as Bitcoin fell close to…

Arthur Hayes Bets On MSTR, Metaplanet And Zcash As Bitcoin Liquidity Turns

Arthur Hayes is positioning for a 2026 liquidity rebound, arguing that Bitcoin’s weak 2025 wasn’t a referendum on “crypto narratives” so much as a straightforward dollar-credit story. In his latest essay, “Frowny Cloud,” the Maelstrom CIO says he is adding risk via Strategy (MSTR), Japan’s Metaplanet, and Zcash (ZEC) as he expects US dollar liquidity…

Analysts Warn Strategy Could Be Dropped From Multiple Indexes, Potential $9 Billion Loss Predicted

Over the past few months, Strategy (formerly known as MicroStrategy), the largest publicly traded Bitcoin (BTC) treasury company, has found itself at the center of a pressing issue that could lead to its exclusion from the Morgan Stanley Capital International (MSCI) index.  This potential move not only poses significant financial risks for the firm but…