Rob Chesnut is an angel investor based in San Francisco, California, United States with 11 known investments: Uber, Prosper, Bounce, Swimply, Poshmark, Turo, Nightfall AI, Chegg, Silver Tail Systems, Upwork and College Track.
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Investment focus
Contacts
Rob Chesnut portfolio companies (11)
- Uber
- Prosper
- Bounce
- Swimply
- Poshmark
- Turo
- Nightfall AI
- Chegg
- Silver Tail Systems
- Upwork
- College Track
Investor Profile
Founders in the listed sectors AI, Commerce, Consumer and FinTech, and focus areas Data Analytics, E-Commerce, EdTech and Lending will recognize the pattern in this portfolio.
Rob Chesnut appears in Pre-Seed and Seed rounds across the known deals.
Reviewing the investment history helps decide whether there is a realistic fit before reaching out.
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Frequently asked questions
Who is Rob Chesnut?
Rob Chesnut is an angel investor based in San Francisco, California, United States with 11 known investments on file, among them Uber, Prosper and Bounce. The sections above list the sectors and stages attached to that record.
What does Rob Chesnut invest in?
Listed sectors include AI, Commerce, Consumer and FinTech; listed focus areas include Data Analytics, E-Commerce, EdTech and Lending. Those tags come from the companies attached to this profile, so they read as a record of what has been backed rather than a stated preference for what comes next.
What stage does Rob Chesnut invest at?
The known deals of Rob Chesnut include Pre-Seed and Seed rounds. Stage is the strongest single filter when you build a target list: an investor with no record at your stage rarely starts with you.
How do I contact Rob Chesnut?
An email address, a phone number and a LinkedIn page are on file for Rob Chesnut. The address stays masked on this page and is readable inside RaiseHunt after you create an account.
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Data: RaiseHunt investor dataset · Snapshot 5 September 2026 · How this data is built · Report a correction or request removal