Jason Calacanis Argues Against Michael Saylor’s Bitcoin Investment Strategy

Investor Jason Calacanis is challenging the strategy of Michael Saylor, CEO of MicroStrategy, urging investors to ditch stocks and instead embrace direct ownership of Bitcoin. In a recent post, Calacanis criticized Saylor’s approach as unnecessarily complex, arguing that holding company stock hinders investor control and offers no unique advantage over simply owning Bitcoin. This marks an escalation in their ongoing conflict, with Calacanis previously advocating for a discount on MicroStrategy’s shares due to the company’s dependence on Bitcoin’s price fluctuations and limited operational diversity.