Jessica Livingston
Co-founder & Partner · Y Combinator
Check $125K–$500K
PRE SEED
SEED
Consumer
SaaS
Marketplaces
AI
Quick profile
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.
Fund facts
Airbnb · Early investment
Stripe · Early investment
Dropbox · Early investment
Stripe
Reddit
Dropbox
Instacart
Cruise
How to win Jessica Livingston
AI prep brief from persona data + real pitch history , open for tactics
How to win Jessica Livingston
AI prep brief from persona data + real pitch history , open for tactics
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