Jason Calacanis Warns Michael Saylor Could ‘Break’ Bitcoin with High-Risk Strategy

Prominent angel investor Jason Calacanis has sounded the alarm over Michael Saylor’s aggressive Bitcoin accumulation, predicting the MicroStrategy co-founder will ultimately “break” the Bitcoin ecosystem. Calacanis accuses Saylor of centralizing the leading cryptocurrency and damaging its long-term sustainability with relentless purchases and debt-driven strategies.

Saylor’s latest $10 million Bitcoin purchase raised eyebrows, with critics calling it a desperate move. Adam Cochran of Cinneamhain Ventures labeled Saylor “the worst thing” to happen to Bitcoin, while gold advocate Peter Schiff mocked the small-scale buy, questioning if MicroStrategy was running out of capital. Despite the skepticism, MicroStrategy remains the largest corporate holder of Bitcoin, owning nearly 500,000 BTC.

Calacanis believes Saylor’s aggressive tactics and high-risk debt-financing model are unsustainable. He predicts MicroStrategy’s approach will eventually collapse, causing significant market consequences. Meanwhile, Bitcoin purists argue that decentralization is at risk as a single entity amasses a dominant share of the supply.

While Saylor continues to champion Bitcoin as the ultimate store of value, critics fear his actions could lead to market instability. With growing concerns over centralization and excessive leverage, the debate around MicroStrategy’s Bitcoin strategy is intensifying.