The Information's TITV

Polymarket’s Regulatory Hurdles, Pre-IPO Betting Boom on Prediction Markets, AI Increasing Workloads

May 27, 2026·43 min
Episode Description from the Publisher

Finance reporter Michael Roddan joins TITV Host Akash Pasricha to discuss the global regulatory hurdles and strict customer identification questions facing Polymarket. Crypto reporter Yueqi Yang breaks down how Polymarket and Kalshi are opening up pre-IPO valuation betting on companies like SpaceX and OpenAI for offshore retail investors. Freshworks CEO Dennis Woodside joins the show to unpack a new report revealing why AI applications are creating more complex workflows and tool sprawl for IT leaders rather than reducing them. Finally, AI reporter Stephanie Palazzolo details exclusive reporting on Baseten's talks to raise $1 billion at an $11 billion valuation and explores why developers are quietly whispering to their AI agents.Articles discussed on this episode: https://www.theinformation.com/articles/ai-inference-provider-baseten-talks-raise-1-billion-11-billion-valuationhttps://www.theinformation.com/articles/polymarket-wants-traders-id-faces-sanctions-legal-riskshttps://www.theinformation.com/newsletters/the-information-finance/pre-ipo-betting-boom-hits-prediction-marketshttps://www.theinformation.com/newsletters/ai-agenda/hot-new-way-communicate-ai-whisperingSubscribe: YouTube: https://www.youtube.com/@theinformation The Information: https://www.theinformation.com/subscribe_hSign up for the AI Agenda newsletter: https://www.theinformation.com/features/ai-agendaTITV airs weekdays on YouTube, X and LinkedIn at 10AM PT / 1PM ET. Or check us out wherever you get your podcasts.Follow us:X: https://x.com/theinformationIG: https://www.instagram.com/theinformation/TikTok: https://www.tiktok.com/@titv.theinformationLinkedIn: https://www.linkedin.com/company/theinformation/Chapters:00:00 - Introduction01:13 - Polymarket Faces Global Regulatory Crackdown11:33 - Pre-IPO Betting Boom Hits Prediction Markets20:29 - Freshworks CEO: AI is Increasing Workloads, Not Reducing Them32:18 - Exclusive: Baseten in Talks to Raise $1B at $11B Valuation38:12 - Why Developers Are Whispering to AI Agents

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