OpenAI's Trillion-Dollar IPO Race — And Why Anthropic Is Closing the Gap

OpenAI hit $25 billion in annualized revenue faster than any software company in history — and is heading for what could be the biggest tech IPO of the decade. But the losses are enormous, and Anthropic is catching up in the enterprise market faster than most people realize. We also cover the U.S. Air Force using AI inside a live military exercise for the first time, and new research showing AI's labor market impact is already quietly hitting early-career workers.

Episode metadata supplied by the publisher feed · Published May 3, 2026

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OpenAI's Trillion-Dollar IPO Race — And Why Anthropic Is Closing the Gap

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