Interview

Exclusive interview with SkipUp

Sasha Krecinic

Co-Founder, SkipUp

Dheer Gupta

Co-Founder, SkipUp

46 minHosted by Kim Isenberg

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About this conversation

Kim Isenberg sits down with SkipUp co-founders Sasha Krecinic and Dheer Gupta to explore one of the most overlooked bottlenecks in modern work: scheduling — and how AI agents are starting to take over the coordination layer between people.

What happens when follow-ups, availability and context are handled autonomously, and how much revenue is lost today to simple scheduling friction?

Topics

  • Why scheduling is still broken
  • Automatic follow-ups inside email threads
  • Context-aware AI vs. traditional booking links
  • The hidden revenue impact of missed or delayed meetings
  • The future of work when coordination is automated

Kim Isenberg is co-founder and Editor-in-Chief of Superintelligence, an AI newsletter published every weekday.

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