Ray Dalio, the billionaire founder of Bridgewater Associates, delivered one of his starkest warnings yet on the current market environment during a wide-ranging appearance on The Diary of a CEO podcast with host Steven Bartlett, arguing AI enthusiasm has pushed markets into bubble territory reminiscent of 1929 and 2000. His warning arrives just as the market prepares to test his thesis in real time: SpaceX has already gone public in the largest IPO ever, and Anthropic and OpenAI are barreling toward trillion-dollar valuations—precisely the kind of speculative issuance surge that market historians treat as a bubble's clearest warning sign. READ MORE