Rob May, 4x founder with over 100 AI investments

AI Frontiers: Leveraging Technology for Founders with Rob May 

In the inaugural episode of The Next Next, host Jason Jacobs speaks with Rob May, a seasoned entrepreneur and AI investor with four startups and over a hundred AI investments. The discussion covers Rob's journey into AI, the evolution of AI, the implications of AI on various industries, and the challenges and opportunities it presents for startups. Rob also shares his insights on the future of expertise, the changing landscape of business funding, and the shifting paradigms in technology development. 

Jason grapples with how these advancements might impact his journey as a founder aiming for ambitious goals while maintaining personal and family balance. 

00:00 Introduction to Rob May and the Episode 

01:01 Jason Jacobs' New Show and Its Purpose 

01:46 Rob May's Background and Career Journey 

04:38 Rob's AI Journey and Early Ventures 

07:44 Challenges and Insights in AI Development 

10:52 The Future of AI and Human Expertise 

12:10 Navigating the Rapidly Evolving AI Landscape 

22:36 The Role of AI in Creative Fields 

23:34 The Future of Creativity in the Age of AI 

23:57 The Rise of Virtual Influencers 

24:21 Branding in the AI Era 

25:02 The Impact of AI on Media and Culture 

26:16 Automation and Intimacy in Social Media 

29:34 The Evolution of Talent and Earnings 

31:12 Challenges for Investors in the AI Landscape 

31:48 The Future of Business Moats and Defensibility 

37:30 Starting Companies in the AI Age 

41:21 The Role of Judgment and Experience in an AI-Driven World 

44:52 Closing Thoughts and Future Outlook