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Michael Saylor and Cryptocurrency Leaders Suffered Significant Losses Following October Market Decline

Numerous key figures in the cryptocurrency sector experienced a significant decline in their personal wealth in 2025, as a drastic market downturn in October erased the profits gained earlier in the year.
Key Takeaways:
- An October market crash eliminated billions from the wealth of leading crypto executives following early-year profits.
- Michael Saylor, CZ, and the Winklevoss twins were among those most adversely affected as Bitcoin and crypto-related stocks plummeted.
- In spite of the volatility, the adoption of Bitcoin by corporations continues to increase, with 192 public companies currently holding BTC.
As reported by the Bloomberg Billionaires Index on Wednesday, Michael Saylor, executive chairman of Strategy, saw a loss of $2.6 billion over the past year, bringing his net worth down to $3.8 billion.
The losses were a result of an October market crash that caused Bitcoin and crypto-related equities to drop sharply after a period of strong performance.
Bitcoin Decline Erases Gains From Strategy’s Bold Treasury Investment
Bloomberg highlighted that Strategy’s bold Bitcoin treasury approach yielded substantial gains until early October, when Bitcoin reached new all-time highs.
This positive trend quickly reversed as Bitcoin prices fell, leading to a decline of over 50% in Strategy’s share price and nearly $6 billion reduction in Saylor’s net worth from its peak.
Other notable figures in the crypto space also faced losses. Changpeng Zhao, known as CZ, experienced a decrease of approximately 5% since January 1, leaving his estimated net worth at $50.9 billion, according to Bloomberg.
Additionally, Cameron Winklevoss and Tyler Winklevoss were significantly impacted, with the twins losing around 59% of their combined wealth during the same timeframe as crypto prices fell and trading volumes diminished.
These losses contrasted with broader trends in billionaire wealth. Bloomberg noted that only eight individuals accounted for about 25% of the $2.2 trillion in total gains among billionaires in 2025, highlighting the uneven nature of the year across various sectors.
Did you destroy all your shareholders and lose $7b this year or not? pic.twitter.com/FfZLWcVNFD
— lil retard (@comic) December 31, 2025
Not every crypto-related executive faced negative outcomes.
Jeremy Allaire, CEO of stablecoin issuer Circle, reportedly saw his net worth rise by 149% since June, driven by increasing interest in dollar-backed stablecoins and the enactment of the US GENIUS Act, which created a federal framework for payment stablecoins.
Despite the fluctuations, corporate interest in digital asset treasuries continued to expand.
Data from Bitcointreasuries.net indicates that 192 public companies now possess Bitcoin on their balance sheets, a significant increase from the previous year.
Bitcoin itself remains under pressure. The cryptocurrency has declined approximately 7% since the beginning of 2025, after reaching a peak above $126,000 in October before dropping to around $80,000 by late November.
Bitwise CIO Maintains Positive 2026 Bitcoin Outlook
Bitwise chief investment officer Matt Hougan has tempered expectations that US political developments will catalyze the next upward movement.
While Bitcoin surged to new highs earlier in 2025 following Donald Trump’s inauguration, Hougan stated that the administration is unlikely to provide significant new upward momentum.
Looking towards 2026, the industry remains split. Fidelity’s director of global macro research, Jurrien Timmer, has indicated that 2026 could be a year of stagnation, with prices potentially declining toward $65,000.
Conversely, others hold a more positive view. Strategy CEO Phong Le has contended that Bitcoin’s fundamental strengths persisted throughout 2025 despite lower prices, while Bitwise chief investment officer Matt Hougan expressed earlier this year that he anticipates 2026 to be an “up year” for the asset.
According to Linh Tran, market analyst at XS.com, Bitcoin’s recent price movements highlight the market’s responsiveness to monetary policy expectations rather than general economic indicators.
The post Michael Saylor, Crypto Titans Lost Billions After October Market Crash appeared first on Cryptonews.