Blake Anderson Podcast This Gen Z Founder Outsmarted Silicon Valley - Roy Lee
20 snips
Aug 6, 2025 
Roy Lee, the 21-year-old founder of Cluely, discusses the journey of creating his viral AI-powered assistant. He humorously explores the controversial concept of 'cheating' and its broader implications in academics. The conversation dives into relationships, fame, and the complexities of dating in today’s tech-driven world. He shares insights on personal branding, the venture capital landscape, and the balancing act between creative freedom and funding. Roy also speculates on the future of AI and wearable tech, hinting at innovative developments to come.
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Fame Didn't Flood Dating Inbounds
- Fame reduced Roy's dating frequency because he's busier and finds fewer suitable people locally.
- He still posts to signal availability but reports less inbound than expected.
Weigh Risks Before Taking Enhancements
- Consider medically supervised enhancements once safety and evidence justify the trade-offs.
- Evaluate benefits against real risks like fertility instead of following social stigma.
Winner's Effect Compounds Success
- Repeated risk-taking creates a winner's effect that compounds future opportunities.
- Most of Roy's positive life changes trace back to initial high-variance bets that paid off.
