About
Founder of Letter, which provides automated investment and wealth management services including portfolio management, crypto deposit accounts, stock trading, and cash sweep features. Wilson is a self-taught designer and engineer with entrepreneurial experience.
Founder at LetterYC S20
Intro paths
YC
Drew went through Y Combinator (Summer 2020) β any YC alum in your network can reach them through the YC community.
β
In turn, Drew can intro founders to Letter's investors below.
Letter's investors Β· 6
Battery VenturesBoston Β· $500K β $100M checks Β· since 2026Earl Grey CapitalAustinLightbankChicago Β· $500K β $5M checks Β· since 2026Opera VenturesMexico City Β· $100K β $1M checksStage 2 CapitalLincoln Β· $200K β $4M checks Β· since 2026Y CombinatorSan Francisco Β· $500K checks Β· since 2020
Co-founders at Letter
Experience
- OpacityFounder & CEOcurrent2025 β present
- Clerk.comHead of Design2024 β 2025San Diego, California, United States
- Clerk.comProduct Lead, Commerce2024 β 2025San Diego, California, United States
- Cortical LabsDesign2024 β 2025
- AngelListDesign2024San Diego, California, United States
- LetterFounder & CEO2019 β 2023San Diego, California, United States
- GoDaddySenior Software Engineering Manager2018 β 2021San Diego County, California, United States
- PlassoFounder & CEO2014 β 2018
- Daeo Corp.Founder2009 β 2014San Diego, California, United States
- TwoflameFounder2001 β 2008San Diego, California, United States
Frequently asked questions
- Who is Drew Wilson?
- Founder of Letter, which provides automated investment and wealth management services including portfolio management, crypto deposit accounts, stock trading, and cash sweep features. Wilson is a self-taught designer and engineer with entrepreneurial experience.
- Where does Drew Wilson work?
- Drew Wilson is Founder of Letter.
- What companies did Drew Wilson found?
- Drew Wilson founded Letter.
- Where did Drew Wilson go to school?
- Drew Wilson studied at Y Combinator (S20).
Founder mafias
Y Combinator mafia8,773
Also came through, then founded or led a company.
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Y Combinator mafia4,716
Also came through, then founded or led a company.
Ryan SheaEntrepreneurshipFounded StacksTarek MansourFounded KalshiSuhail DoshiEating beans & riceFounded Playground +1Subomi OluwalanaW22Founded ConvoyDarius "Bubs" MonsefS19Founded Sightbox +3Matthew ScholzFounded Oisin Biotechnologies +3
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AngelList mafia24
Also came through, then founded or led a company.
Oleg RogynskyyAngel InvestorFounded UFORCE Acquired +2Guillaume LuccisanoY Combinator Demo Day Fund ManagerFounded Yuma AI +2Harish AgarwalTeam LeadFounded Nori +2Jonathan AbramsEarly investor and advisorFounded Jabrams +1James LinHead of Candidate DataFounded Crunchyroll +1Dave ZohrobVenture HackerFounded Nori +1
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Same school
Also attended Y Combinator2,000
Tarek MansourCo-founder & CEO of KalshiSuhail DoshiFounder of Mixpanel; founder of ParticleSubomi OluwalanaCo-founder & CEO of ConvoyMaroof AhmedFounder at Octopus VenturesJustin SwartPartner at Bitkraft Esports VenturesCollin WallaceGeneral Partner at Lobby Capital
+ 1,994 more
Shared employers
Also worked at Opacity1
Also worked at Clerk.com9
Karan MehandruManaging Director at Madrona Venture GroupReid ChristianGeneral Partner at CRV (Charles River Ventures)Victor PangOperating Partner at S28 CapitalRobin VasanFounder & Solo General Partner at Mango CapitalYoko Hongyu LiPartner at Andreessen HorowitzRama SekharPartner at Norwest Venture Partners
+ 3 more
Also worked at AngelList70
Cyan BanisterCo-founder & General Partner at Long Journey VenturesWesley ChanInvestor at Felicis VenturesHelen MinEarly-stage investor and marketing advisor to startupsMehul KumarInvestor at FJ LabsBrendan BakerPartner at Rackhouse Venture Management LpLee JacobsEntrepreneur, investor, and cofounder of Edelweiss
+ 64 more