Will Cunningham
InvestorVice President at WestCap
New York, New York
Writes $100K – $5M checks · typically $1.5M
Experience
- Accommodations Plus InternationalChief Strategy Officercurrent2026 — present
- WestCapSenior Advisor2024 — 2026
- WestCapPrincipal2024
- WestCapVice President2021 — 2023
- WestCapAssociate2019 — 2021New York City Metropolitan Area
- PeekBoard Member & Investor2021 — 2025
- FLYRChief Operating Officer2024 — 2025
- FLYRBoard Member & Investor2021 — 2024
- HopperBoard Observer & Investor2020 — 2024
- ViaHeroBoard Member2020 — 2024
- AddeparBoard Observer & Investor2019 — 2024
- iCapital NetworkInvestor2019 — 2024
- Tenex Capital ManagementAnalyst2018 — 2019
- Black Diamond Capital Investors, LLCChief Investment Officer2017 — 2018Cambridge, MA
- Westfield Capital ManagementInvestment, Industrials and Materials2015 — 2017Boston, Massachusetts
Education
- Harvard University
- Noble and Greenough School
Skills & more
Microsoft ExcelMicrosoft PowerPoint1Microsoft WordBloomberg TerminalCapitalIQRLaTexPythonCHTMLCSSFinancial Analysis
+4 more
Financial ModelingFinancial AccountingFactSetOCamlFrom Will's professional profile.
Colleagues at WestCap
Adi Hemrajani
Vice President at WestCap
Alex Joseph
Senior Associate at WestCap
Alex Stewart
Managing Director at WestCap
Alexander Goodman
Vice President at WestCap
Allie Haldeman
Investor at WestCap
Angel Alvarez
Vice President at WestCap
Brandon Roselius
Vice President at WestCap
Charlie Young
Partner at WestCap
Frequently asked questions
- Where does Will Cunningham work?
- Will Cunningham is Vice President at WestCap.
- What check size does Will Cunningham write?
- Will Cunningham typically writes checks of $100K – $5M.
Same school
Also attended Harvard University1,465
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Also attended Noble and Greenough School20
Danielle BrownAssociate at Volition CapitalCassidy PiersiakAnalyst at Volition CapitalSarah WolterChief Operating Officer at FinTech CollectiveBecca GilmoreInvestor at Silversmith Capital PartnersParker McKeePartner at Pillar VCGabrielle McCarthySenior Investment Associate at Underscore VC
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Shared employers
Also worked at Peek9
Todd KimmelManaging Partner at Electric Feel Ventures LlcCarl Nicholas NgGeneral Partner at Verge HealthTech FundJoe SaijoFounding General Partner at Counterpart VenturesSimon WuPartner at Cathay InnovationRatan ManehaniPartner at R136 VenturesJohn AilanjianManaging Partner at Next Legacy Partners
+ 3 more
Also worked at FLYR2
Also worked at Hopper11
Laura LenzInvestor at OMERS VenturesJack FraserPartner at BDC Venture CapitalDinar AhmedPartner at BDC Venture CapitalJimmy ZhuSenior Principal at Blumberg CapitalSteven ChungVice President at Inovia CapitalRiku SeppäläGeneral Partner at Icebreaker
+ 5 more
Also worked at iCapital Network7
Michael SidgmoreInvestor at Broadhaven Capital PartnersTyler SchintoSenior Director at Presidio VenturesBrian MullerPrincipal at Black Jays VenturesBrynne RozziInvestor Relations Analyst at Upper90Dan AbelonPartner at Two Sigma VenturesSharon CasalinoSenior Integrator at Metropolitan Partners
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