Gregor Watson
InvestorCo-Founder at 1Sharpe Capital · Managing Partner at 1Sharpe Ventures
Oakland, California
Writes $500K – $2M checks · typically $1M
FoundedLessen
About
Gregor Watson built, scaled and sold a single‑family rental lending platform to Blackstone and—simultaneously a proptech entrepreneur, institutional real estate investor and public SPAC CEO—brings capital markets and public-market expertise.
Invests in
AI & Machine LearningFintechInsurTechPropTechSaaS
Experience
- Chisel IndustriesCo-Foundercurrent2025 — presentSan Francisco, California, United States
- Chisel IndustriesChief Executive Officercurrent2025 — present
- UCSF Benioff Children's HospitalsBoard Membercurrent2022 — presentOakland, California, United States
- 1Sharpe CapitalCo-Foundercurrent2017 — presentPiedmont, ca
- 1 sharpe + Chisel IndustriesCo-Foundercurrent2016 — present
- Roofstock, Inc.Chairman + co-foundercurrent2014 — present
- LessenBoard Membercurrent2020 — present
- Creative JuiceCo-Founder + Advisor Creative Juice2020 — 2025
- ZiboBoard member + Co Founder2018 — 2025
- 643 Capital ManagementFounder2012 — 2018San Francisco
- McKinley PartnersPartner2008 — 2012
Education
- Regis UniversityBA/BS
Skills & more
Real Estate23Real Estate Economics14Residential Homes15Mergers3Investment Properties10Due Diligence5Real Estate Transactions5Real Estate Development2Property Management2Investments5Valuation3Commercial Real Estate3
+7 more
SellersLoansAcquisitionsInvestorsMergers & AcquisitionsApartmentsManagementFrom Gregor's professional profile.
Same school
Also attended Regis University11
Jessica A. Zeaske, PhD, MBAManaging Partner, Strategic Investment at Echo Health VenturesAshley ArchibequeExecutive Assistant at Two Bear CapitalPeter AdamsFounder and Managing Partner at Rockies Venture Adviser, LlcTamara DorcelusAccountant at Red Cell IncubationChristina SiadatExecutive Assistant, Office Manager at 645 VenturesElyse KentPartner at Denver Ventures
+ 5 more
Shared employers
Also worked at UCSF Benioff Children's Hospitals1
Also worked at Roofstock, Inc.12
Daria DavydenkoVice President at Fin CapitalJavier VillamizarAdvisor at AvilaDiego BartoliInvestor at NuMundo VenturesJack LeeneyManaging Partner, Co-Founder at 7GC & CoJimmy ZhuSenior Principal at Blumberg CapitalPete SolvikManaging Director at Jackson Square Ventures
+ 6 more
Also worked at Lessen3
Also worked at Zibo5
Colleagues at 1Sharpe Capital
Network2
Investors connected to Gregor in public investor directories — a warm-intro map.














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