Doug Chertok

Managing Partner, Vast Ventures
Doug Chertok, serial founder of StreetEasy (acquired by Zillow), with 15 years in real estate and hospitality plus proptech experience, offers deeper operating perspective on early-stage marketplaces and local services.
How to contact Doug Chertok
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Avg Check
$250K - $3M
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Yes
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USA, Africa, LatAm, India, Asia-Pacific, Europe, Canada, Israel, ANZ, MENA
Doug Chertok
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Consumer
Health
Fintech
AI
Climate
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$250K - $3M
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Yes
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About Doug Chertok

Doug Chertok is a serial founder who co-founded StreetEasy, one of New York's most important real estate platforms later acquired by Zillow, before becoming a venture capital investor at Vast Ventures. His combination of 15 years operating real estate and hospitality businesses plus his experience as a proptech founder gives him deeper operating perspective than most VCs when evaluating early-stage consumer marketplaces and local services companies.

About their Fund

Vast Ventures

Sectors
Consumer, Health, Fintech, AI, Climate
Rounds
Pre-Seed - Series B+
Avg Check Size
$250K - $3M

Vast Ventures is one of the few manifesto-driven venture capital funds that organizes around five concrete objectives including improving worldwide health and happiness and promoting resource sustainability, using these pillars as the primary lens for investment selection rather than a traditional sector or stage thesis. The fund positions itself as both investor and company-builder, emphasizing that they have "started and grown" companies beyond just funding them, with a portfolio concentrated in enabling infrastructure and platform companies like Ginkgo Bioworks and ASAPP that align with their goal of increasing human potential and productivity.

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