Big Tech’s $37B AI Prison Break: Spoiler, It’s a Trap
Tony Yoseloff, the $37 billion-wielding CIO of Davidson Kempner Capital Management, just dropped the mic on Big Tech’s AI binge: it’s a "prisoner’s dilemma" where skipping the AI party equals guaranteed loser status. Think Silicon Valley’s peer pressure meets hedge fund boardrooms. Despite AI’s hype, Tony reminds us it took 10 years for PCs and 5-6 years for the internet to actually boost productivity, so patience is basically an endangered species on Wall Street. Meanwhile, AI’s biggest bankrollers—Microsoft, OpenAI, and friends—are splurging like there’s no tomorrow, while Sam Altman admits yes, investors are too hyped. Bill Gates just threw another historical shade, nodding to the dot-com bubble as some AI investments cruise straight to Dead End Town. So get comfy: AI returns might arrive fashionably late... or never, depending on how long the market’s hangover lasts.
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Big Tech’s AI spree is less ‘innovation’ and more ‘because everyone else is losing money I guess.’ It’s Wall Street’s prisoner’s dilemma: invest or get forgotten like your MySpace password.
Throwing $37 billion at AI fast is like teaching a toddler calculus and expecting a Nobel by dinner. Spoiler: patience isn’t a Silicon Valley virtue.
Tony Yoseloff calls Big Tech’s AI race a prisoner’s dilemma because everyone’s chained to spending huge or watching their stock prices take a nosedive faster than a Twitter rant.
Source: Businessinsider | Published: 11/3/2025 | Author: Huileng Tan
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