Michael Saylor, the co-founder and executive chairman of Strategy (formerly MicroStrategy), continues to make headlines in the business and crypto world, with his company and personal ventures attracting global attention.
In a latest development, Saylor has earned a spot on the Bloomberg Billionaires Index. He now sits at #491 on the list, joining the ranks of the world’s 500 richest people.
Dot-Com Billionaire to Bitcoin Advocate
Saylor founded Strategy, a business analytics software company he led as CEO until August 2022, when he shifted to the chairman’s role. In the late 1990s, he became a dot-com billionaire, only to lose it all after accounting issues and the market crash.
However, he is now back among the billionaires, all because of his timely investments in Bitcoin.
Saylor’s Wealth In MicroStrategy
As of September 5, 2025, Bloomberg estimates Saylor’s net worth at $7.37 billion.
Michael Saylor owns roughly 8% of MicroStrategy, including 19.6 million Class B shares and 382,000 Class A shares, according to the company’s 2025 proxy filing. He revealed in an X post on October 28, 2020, that he personally held 17,732 Bitcoin. However Bloomberg excludes this from his net worth since ongoing ownership cannot be verified.
Most of his cash comes from selling MicroStrategy stock, including over $410 million in 2024, with cash and dividends adjusted for taxes and market changes.
MicroStrategy’s Bitcoin Bet
Through Strategy, Saylor has built the largest publicly traded Bitcoin treasury. It currently holds 636,505 Bitcoin worth over $70 billion. Saylor’s personal fortune is tied closely to this bet.
Saylor has shared in a recent interview that Strategy could one day hold up to 1.5 million BTC, which shows his confidence in Bitcoin as the ultimate store of value.
Strategy Faces S&P Rejection
However, Strategy was left out of the S&P 500 on Friday, despite meeting all the requirements and reporting one of its strongest quarters ever. Its shares were down about 3%. This would have marked a major milestone for the company, giving millions of everyday investors and fund managers exposure to the world’s largest corporate Bitcoin holder.
Saylor reacted on X, sharing data showing MSTR outperforming both the S&P 500 (SPY) and even Bitcoin itself, up 92% which is far above SPY’s 14% and Bitcoin’s 55% annualized return.
The company’s stock has jumped almost 700% in the past year, moving hand in hand with Bitcoin’s rise.
As of September 6, Forbes estimates Michael Saylor’s real-time net worth at $8.8 billion, placing him at #379 on the list of the world’s richest people.
Saylor is still going strong in the crypto world. His unwavering faith in Bitcoin is showing no signs of slowing down.
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