Angel investor Jason Calacanis urges traders to buy Bitcoin instantly as a substitute of following Michael Saylor’s company technique. He warns that MicroStrategy’s aggressive Bitcoin accumulation might inflate threat, distort the corporate’s precise valuation, and harm Bitcoin’s broader market popularity.
Calacanis believes direct possession affords traders extra management and avoids the volatility of a single firm’s in depth cryptocurrency holdings.
Calacanis Questions MicroStrategy’s Strategy
Jason Calacanis, an early backer of Uber and a distinguished voice in Silicon Valley, urged traders to keep away from MicroStrategy, now rebranded as “Technique,” regardless of the corporate’s in depth Bitcoin portfolio. Calacanis argued that traders ought to maintain Bitcoin instantly as a substitute of counting on a public firm’s Bitcoin publicity to keep away from pointless company threat.
Calacanis has repeatedly voiced skepticism about Michael Saylor’s aggressive accumulation of Bitcoin. He believes that Technique’s inventory ought to commerce at a reduction to its internet asset worth as a result of its enterprise mannequin closely relies on Bitcoin worth actions. This dependency creates volatility that won’t mirror the precise value of the corporate’s underlying enterprise operations, says the investor.
My greatest monetary recommendation continues to be that you need to simply purchase bitcoin if you’d like publicity to it and that you need to keep as far-off from $mstr as attainable — as a result of it’s sophisticated, layered and also you lose management.
..: however don’t take monetary recommendation from a podcaster/angel… pic.twitter.com/pOAFDQXvyY
— @jason (@Jason) September 12, 2025
Considerations Over Market Notion
The investor additionally contends that Saylor’s high-profile Bitcoin purchases, whereas celebrated by some crypto fanatics, might negatively have an effect on Bitcoin’s picture. Calacanis warns that concentrating a lot of the cryptocurrency inside a single company might distort market dynamics and create a story of centralized affect, undermining Bitcoin’s ethos of decentralization.
MicroStrategy has invested billions of {dollars} in Bitcoin since 2020, positioning itself as the most important publicly traded cryptocurrency holder. Whereas this technique has attracted consideration from each Wall Avenue and retail traders, it has additionally uncovered the corporate to sharp market swings. Critics like Calacanis argue that the agency’s share worth now displays Bitcoin’s volatility greater than its core software program enterprise, leaving shareholders susceptible.
Calacanis emphasizes that traders searching for digital asset publicity ought to bypass company intermediaries altogether. “If you would like Bitcoin, purchase Bitcoin,” he remarked, noting that direct possession permits traders to handle their very own threat with out counting on administration selections or company governance.
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