Topics discussed in the podcast include AI chatbot Grok, OpenAI's GPTs, detecting fake reviews with AI, building a GPT live, automating SOC 2 compliance, applications of GPTs, card game odds calculation, creating a chatbot with GPT technology, AI analyzing medical information, and the future of the internet and copyright implications.

TechCrunch journalist Alex Wilhelm joins Jason to breakdown the latest earnings reports from Uber and Lyft. They also discuss WeWork's failed business model, the viability of various careers as AI advances, and more!

Adam Neumann, co-founder of WeWork, discusses the potential for his return to the company after its bankruptcy filing. Josh Kolar, expert in automation for trucking companies, talks about digitizing documents and accelerating innovation in the transportation industry.

Finance expert Scott Orn joins Jason to discuss the current state of the market, diversifying bank relationships, and managing risk in startup finance. They highlight the importance of capital preservation, liquidity, and risk management, and explore various types of banks for startups, including boutique banks and neo banks. They emphasize the need for personalized service and share insights on managing a startup's treasury effectively.

John Habeck, founder of Motive, joins the podcast to discuss building a startup in the car dealership industry. Topics include challenges faced by dealerships in managing websites, the importance of dealership guidance in car-buying, and the potential market for software in old school dealerships.

Sunny Madra joins Jason to discuss OpenAI DevDay announcements, including GPT-4 Turbo, expanded context windows, Custom GPTs. They explore the potential of the 'GPT Store' and its impact on internet consumption. They also demo an AI chatbot creator and an AI email-first Chief of Staff.

Gagan Biyani, Co-founder of Maven, discusses Maven's live, cohort-based education model. He also shares his experiences at Udemy where he revolutionized online learning and Sprig, a food-delivery startup that ultimately failed. They explore the challenges of selling software, the high cost of college degrees, leveraging online courses for profitability, the success of online course platforms, building AI products, early workforce experiences, and the challenges of managing and leading a team.

Convai CEO Purnendu joins Jason to discuss creating an NPC character using Convai, the birth of the generative AI boom, open-source vs. closed AI, and much more!

Airtable CEO Howie Liu joins Jason to discuss his philosophy of product-led growth, bridging the gap between spreadsheets and purpose-driven apps. They also explore transitioning from hyper-growth to profitability, hiring strategies, blitz scaling, connecting kitchen staff with customer reactions, pricing, SSO, AI integration in product development, using AI tools to enhance writing skills, and the convenience of modern products and starting a business.

Sunny, an AI-driven ownership platform, and AI interviewer discuss their demos. They showcase Mantle, an equity platform for founders, and Talently.ai, an AI interviewing tool. They also explore Morise.ai, an AI-driven platform for collaborative software. The podcast covers the potential of adding AI features to chat platforms, the impact of platform shifts on startups, and the benefits of AI in the hiring process.