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Dalton Caldwell

1 episode

Episodes

Lessons from 1,000+ YC startups: Resilience, tar pit ideas, pivoting, more | Dalton Caldwell (YC)

Apr 18, 20241h 20m

Guest: Dalton Caldwell - Managing Director and Group Partner at Y Combinator. Dalton has worked with over 1,000 startups at YC, including early days of Instacart, DoorDash, and Webflow. He co-founded imeem and App.net, bringing deep experience in startup growth and pivoting. Key Takeaways: Resilience is Key: A core mantra is "just don't die." Many successful startups, like Airbnb, faced near-death experiences but persevered through sheer will and continuous effort. Avoid Tarpit Ideas: These are ideas that seem promising and get positive feedback but have historically failed to succeed, like apps for coordinating social outings. Effective Pivots: Successful pivots often move closer to the founders' expertise and build on previous learnings. For example, Brex pivoted from VR to FinTech, leveraging founders' past experiences. Customer Engagement: Spend significant time talking to customers in person to validate ideas and build products they truly want. Aim for at least 20% of your time in customer interactions. Investor Mindset: Investors often say no not because your idea is bad, but because they have limited slots and are looking for the most compelling opportunities. Topics Covered: Resilience in startups, tarpit ideas, pivot strategies, customer engagement, investor decision-making, startup idea generation, YC's request for startups, personal anecdotes from Dalton's career.

Notable Quotes

โ€œOne of my mantras is just don't die.โ€

Startup resilience

โ€œThe underlying theme is that rationally the founder should have given up at some point.โ€

Persistence in startups

โ€œIf you don't enjoy what you're doing, you should probably make a change.โ€

Self-reflection