Jessica Livingston
Co-founder & Partner · Y Combinator
Check $125K–$500K
PRE SEED
SEED
Consumer
SaaS
Marketplaces
AI
Investment thesis
Founders before product-market fit. I care about the person first. Are they relentless, coachable, and obsessed with users?
Communication style
Warm, founder-first, direct. Asks about life story as much as the company.
Red flags
- •Founder gives up easily
- •Treats the team or customers without empathy
Signature questions
- 1.Walk me through the hardest thing you've done.
- 2.What are you like when things aren't working?
- 3.Tell me about a time you changed your mind after listening to a user.
Selected portfolio
Stripe
Reddit
Dropbox
Instacart
Cruise
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