The Financial Times has released a new documentary film titled “Michael Saylor’s $40BN #Bitcoin Bet,” exploring the controversial business strategy of MicroStrategy and its enigmatic founder who transformed a mid-sized software company into one of the world’s largest holders of cryptocurrency.
JUST IN: 🇺🇸 The Financial Times released a new film, “Michael Saylor’s $40BN #Bitcoin Bet.” 👀
pic.twitter.com/afm7HIawIz— Bitcoin Magazine (@BitcoinMagazine) May 14, 2025
The documentary, released this week, offers an in-depth examination of how Saylor has aggressively pursued a corporate strategy that breaks with conventional business wisdom by using debt financing and equity sales to accumulate massive Bitcoin holdings.
From Software to Crypto: A Radical Transformation
MicroStrategy, once known primarily as a business intelligence software provider, has undergone a radical transformation since 2020 when it began converting its cash reserves into Bitcoin. Under Saylor’s leadership, the company has continued this strategy at an accelerating pace, using increasingly complex financial instruments to fund its cryptocurrency acquisitions.
“What we’re witnessing with MicroStrategy is unprecedented in corporate finance,” explains Emma Chen, financial analyst featured in the documentary. “The company has essentially become a leveraged Bitcoin holding vehicle that happens to have a software business attached.”
The film documents how MicroStrategy’s approach has resulted in extraordinary returns for early investors, with the company’s share price increasing dramatically as Bitcoin valuations climbed. This has created what market analysts refer to as a “premium” – where MicroStrategy shares trade at values significantly higher than their proportional Bitcoin holdings would suggest.
Also Read: Bitcoin Champion Michael Saylor Says Microsoft Could Make $4.9 Trillion by Buying Bitcoin
The “Infinite Money Glitch”
One of the most controversial aspects explored in the documentary is what some investors have dubbed an “infinite money glitch” – MicroStrategy’s ability to continually issue new stock at premium valuations, then use those proceeds to purchase additional Bitcoin, theoretically creating a self-reinforcing cycle of value creation.
“We’ve discovered a way to harness the power of Bitcoin’s monetary network effect within a corporate structure,” Saylor states in an interview featured in the film. “This isn’t speculative gambling – it’s a deliberate strategy to preserve and grow shareholder value in an increasingly digital world.”
The documentary balances Saylor’s optimistic perspective with more cautious voices from the investment community. Several financial experts interviewed express concern about the inherent risks in MicroStrategy’s approach, pointing out that the company’s valuation has become almost entirely dependent on the continued appreciation of Bitcoin.
Risk and Reward: A High-Stakes Wager
The film doesn’t shy away from examining the potential downside of Saylor’s strategy. Through interviews with analysts and investors, it explores how MicroStrategy’s debt obligations could become problematic if Bitcoin experiences a prolonged downturn.
“What makes this story so compelling is the scale of the bet,” says the film’s director. “We’re talking about a publicly traded company that has essentially gone all-in on a still-experimental digital asset. The potential outcomes range from spectacular success to complete failure, with very little middle ground.”
The documentary features interviews with retail investors who have placed significant portions of their personal portfolios in MicroStrategy stock, highlighting how Saylor’s vision has attracted devoted followers who share his unwavering belief in Bitcoin’s future.
“I’ve put my life savings into this because I believe in what Michael is doing,” says James Walker, an individual investor prominently featured in the film. “Traditional finance is broken, and Bitcoin fixes this. MicroStrategy just gives me a way to maximize my exposure through traditional markets.”
A Divisive Figure in Finance
The film portrays Saylor as a polarizing figure in the business world – viewed as either a visionary who recognized Bitcoin’s potential before his peers or as a reckless gambler putting his company at extraordinary risk.
Financial Times journalists track Saylor’s evolution from conventional tech CEO to cryptocurrency evangelist, examining how his personal conviction about Bitcoin’s role in the future of money has shaped his corporate decision-making.
“Michael Saylor’s $40BN #Bitcoin Bet” is now available for streaming on the Financial Times’ website for subscribers, with select clips available on their YouTube channel. The documentary comes as Bitcoin continues to experience significant volatility, adding timely context to MicroStrategy’s controversial strategy.
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