David Chessler is an angel investor and operator angel based in Sarasota, Florida, United States with 10 known investments: PlaySight Interactive, Edison Interactive, Troon Golf, Automated Retail Technologies LLC, Brick Street Farms, GPS Industries, Just Baked Kiosks, Protect My Car, Shark Experience and Ultimate Builders Services.
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Investment focus
- Stage
- Seed
- Focus
- AdvertisingAutomated RetailData AnalyticsGamingGolfTechLendingMarketing TechMediaSportsVideo
Contacts
David Chessler portfolio companies (10)
- PlaySight Interactive
- Edison Interactive
- Troon Golf
- Automated Retail Technologies LLC
- Brick Street Farms
- GPS Industries
- Just Baked Kiosks
- Protect My Car
- Shark Experience
- Ultimate Builders Services
Investor Profile
The known portfolio sits in sectors AI and FinTech, and focus areas Advertising, Automated Retail, Data Analytics and Gaming.
Stage-wise, the known deals cluster around Seed rounds.
Reviewing the investment history helps decide whether there is a realistic fit before reaching out.
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Frequently asked questions
Who is David Chessler?
David Chessler is an angel investor and operator angel based in Sarasota, Florida, United States with 10 known investments on file, among them PlaySight Interactive, Edison Interactive and Troon Golf. The sections above list the sectors and stages attached to that record.
What does David Chessler invest in?
Listed sectors include AI and FinTech; listed focus areas include Advertising, Automated Retail, Data Analytics and Gaming. 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 David Chessler invest at?
The known deals of David Chessler include 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 David Chessler?
An email address, a phone number and a LinkedIn page are on file for David Chessler. 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