04 Jun 2025
1h 17m

How the Smartest Founders Are Quietly Winning with AI

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My First Million

In this episode, Jason Lemkin and Shaan Puri interview Sam Parr about the smart money's moves in AI, Sam's personal AI experiment, and top learnings from 50,000 AI conversations. Sam shares insights on building an AI version of himself using Delphi.ai, unexpected AI use cases like therapy and pitch deck reviews, and the importance of training AI with specific content. The conversation further explores the potential obsolescence of traditional B2B apps due to AI, the excitement around AI compared to the dot-com boom, and the shift in SaaS durability. They discuss the impact of AI on content creation, the qualities of successful founders in the AI era, and the changing landscape of venture capital, concluding with personal investment strategies and advice for the next generation.

Outlines

Part 1: AI Experiment & User Behavior

Part 2: AI Disruption & Opportunities

Part 3: Saastr's Story & Company Building

Part 4: Future Outlook & Generational Shifts

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