$ cat ./records/gates-told-nadella-his-1-billion-openai-bet-would-burn-microsoft--2026.txt
Gates told Nadella his $1 billion OpenAI bet would 'burn'; Microsoft now holds a ~27% stake
[RECORD.TXT] · cat --full
Satya Nadella revealed that Bill Gates had warned him his early $1 billion bet on OpenAI was a mistake, telling the Microsoft CEO 'yeah, you're going to burn this billion dollars.' The gamble instead became one of the most consequential in tech: a 2025 OpenAI restructuring left Microsoft holding roughly a 27% stake valued around $135 billion, alongside a deal for OpenAI to buy hundreds of billions of dollars of Azure services. The anecdote, surfacing in early 2026, highlighted Gates's continued skepticism even as Microsoft's AI bet paid off.
Source: https://finance.yahoo.com/news/microsoft-ceo-satya-nadella-says-160512018.html
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Related Accomplishments
2026
Gates Foundation Trust Sells Off the Last of Its Microsoft Stock
In the first quarter of 2026, the Bill & Melinda Gates Foundation Trust sold its remaining Microsoft shares, fully exiting a position in the very company that created Gates's fortune — capping a long, deliberate diversification away from the stock. The endowment that funds Gates's philanthropy, managed separately from its grant-making through Cascade, is now anchored instead by Berkshire Hathaway, Waste Management, railroads, and heavy-equipment makers. The sale underscored how thoroughly Gates's giving had decoupled from Microsoft's day-to-day fortunes.
2026
Gates's Charitable Endowment Is Now Led by Berkshire, Not Microsoft
By 2026, the publicly disclosed stock portfolio of the Bill & Melinda Gates Foundation Trust — the endowment that funds Gates's philanthropy — was led not by Microsoft but by Berkshire Hathaway, Waste Management, Canadian National Railway, Caterpillar, and Deere. Decades of diversification, plus Warren Buffett's stock gifts, left it concentrated in railroads, waste, heavy equipment, and Buffett's conglomerate, while Microsoft — the source of the original fortune — had largely been sold down. The unglamorous, value-oriented mix reflects the long stewardship of Gates's money manager, Michael Larson, through Cascade Investment.
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