Michael Saylor, co-founder and executive chairman of MicroStrategy, has been added to the Bloomberg Billionaires Index, ranking 491st with a net worth of $7.37 billion as of September 2025.
This milestone highlights Saylor’s resurgence as a prominent bitcoin proponent, with his fortune rising by $167 million in a single day and more than $1 billion since January.
Wealth tied to MicroStrategy’s bitcoin holdings
Saylor’s wealth is deeply connected to MicroStrategy’s aggressive bitcoin acquisition strategy.
Saylor’s personal fortune comes primarily from his nearly 20 million shares in MicroStrategy, as tracked on the MicroStrategy historical bitcoin holdings database.
Although Saylor once revealed he owned 17,732 bitcoin personally, Bloomberg excludes these from its calculation due to unverifiable ownership.
From dot-com boom to bitcoin advocate
Saylor’s financial journey has seen dramatic highs and lows.
After co-founding MicroStrategy, he became one of the wealthiest tech executives during the dot-com era, only to lose most of his fortune following an SEC settlement and a sharp decline in the company’s stock.
MicroStrategy survived by shifting to enterprise software, but the pivotal moment came in 2020 when Saylor directed the firm to convert its treasury reserves into bitcoin—a move that has since defined his career.
Saylor’s influence in the bitcoin sector
MicroStrategy’s bitcoin purchases now account for over 2% of the fixed bitcoin supply, underscoring the company’s significant market presence.
Saylor is a frequent speaker at industry events and remains active in discussions with regulators and the public. This visibility, along with his technical expertise, has established him as a leading figure in the bitcoin sector.
Symbolizing bitcoin’s mainstream ascent
Saylor’s wealth is notably volatile, closely tracking the movements of both MicroStrategy’s share price and the price of bitcoin.
His journey from dot-com billionaire to a corporate face of bitcoin demonstrates both resilience and the growing role of bitcoin in global finance.
