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Dalton Caldwell

Co-Founder & General Partner @ Standard Capital

Co-founding Standard Capital, an AI-native Series A firm. Former Managing Partner at Y Combinator.

β€œResilience, tar pit ideas, pivoting, more, covering startup building, product design, and measurement and analysis.”

Career History

CompanyRoleYears
Standard CapitalCo-Founder & General Partner2025-present
Y CombinatorManaging Partner (prev. Partner)2011-2025
App.netCo-Founder & CEO~2012-~2014
imeem (acquired by MySpace)Co-Founder & CEO~2003-2009

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Episodes (1)

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β€œYeah. Thanks so much, Lenny. I'm really excited to talk to you today. It's been great.”
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Dalton Caldwell

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

4:45
β€œAnd so that is the theme that is a summary and I provide lots of data and lots of stories there, but this is one of those things that the longer I have this job, the more I really, really believe this...”
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Dalton Caldwell

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

8:26
β€œThey thought it was really high-tech. They want to do a really high-tech startup, and so they're like, "We're going to build a new VR headset." And yeah, they were good programmers, but they just didn...”
D

Dalton Caldwell

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

14:14
β€œThere was no universe where they would've made up the idea for Segment because they didn't know anything about how analytics worked, but because they were grinding for multiple years and became expert...”
D

Dalton Caldwell

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

17:30
β€œAnd they did that. They basically found out about all this procurement software and what the state of the art was and that was the prompt. Again, maybe he told you this, that was basically the process...”
D

Dalton Caldwell

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

20:29
β€œYeah, I mean, I can't promise that works for everyone, but again, in the very bespoke situation with Rujul, it worked really well because he actually knew exactly once he locked in on that prompt, oh ...”
D

Dalton Caldwell

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

20:54
β€œOf course. Sorry. Yeah. We got to give Lou the shout-out. Lou did an amazing job. I just didn't know Lou as well before he did YC. But you're right, we got to give Lou the credit.”
D

Dalton Caldwell

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

21:14
β€œDo you remember when Foursquare clones was all anyone worked on for-”
D

Dalton Caldwell

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

26:19
β€œYeah. Because again, if you ask someone or put yourself in the investor's shoes, wouldn't you be making decisions the same way? Usually founders are like, "Yeah." If you do that exercise, a lot of thi...”
D

Dalton Caldwell

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

29:00
β€œAnd again, Whatnot. What's the TAM of the collectible Funko Pop industry? I don't know. I don't think it's that big, man. I don't know if you did that analysis when you invested, but I think is pretty...”
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Dalton Caldwell

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

30:34
β€œOh, Cool. Okay. I don't know if I can feed with that. All right.”
D

Dalton Caldwell

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

36:54
β€œYeah, you're out of ideas. You're like, "I'm done." If in your heart that you're done, you don't have to keep going through the motions. No one benefits.”
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Dalton Caldwell

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

39:16