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Big Technology Podcast · 2026-05-29 · 61 min · 10,501 words

Warning Signs For The AI Boom, Anthropic Passes OpenAI, Robinhood’s AI Trading

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As the AI boom in trouble, as costs pile up and productivity questions emerge, Anthropic is now the largest AI startup passing OpenAI, and Robinhood will let your chatbot trade for you. That's coming up on a Big Technology Podcast Friday edition right after this. This episode is brought to you by Genesis. What does it actually take to put Agentic AI to work across an entire enterprise? I recently spoke with Genesis chairman and CEO Tony Bates about why orchestration is emerging as a competitive advantage in customer experience and what companies need to get right in the AI era.

Then, I sat down with Adam Mitchell, head of Enterprise Business Solutions at Voya Financial to go inside a large-scale Agentic CX transformation, including the business decisions, trade-offs, and lessons along the way. You can watch both conversations now on my YouTube channel today. Welcome to Big Technology Podcast Friday edition where we break down the news in our traditional cool-headed and nuanced format. We have a great show for you today. We're going to talk about the warning signs for the AI boom as companies start to question all the tokens they're spending on things that may or may not be shipping.

We're also going to discuss anthropic passing OpenAI as the world's largest. AI startup. They're coming in close to a trillion dollars in their latest fundraise announced this week. And also Robinhood is going to let you basically have your trading delegated to a chatbot. Is that a good idea?

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