Ep: 207: AI Boyfriends, Guest: David Hill on Tabletop Gaming, The Sports Betting Industry, Polymarket v. Kalshi, Guest: Maya Bakhai on AI Wars, Perplexity's Bid for Chrome, IPO Season, Guest: Daisy Alioto on her viral article on the future of Media

Thank you to Polygon for supporting this show. <3

00:00 Introduction to Boys Club Live 03:01 Draft Tweets  06:20 What is Boys Club? 07:23 AI Companions & AI Boyfriends  15:45 Gaming and Gambling Insights with David Hill 31:40 Maya Bakhai on the state of AI 33:07 Perplexity's Bold Move 35:28 Google's AI Strategy 37:52 Investing in AI and Startups 41:00 Thoughts on GPT-5 43:00 Figma IPO and Market Trends 51:56 Daisy Alioto on the Future of Media