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.
Drew Wilson @drewwilson
This is why AI was invented https://t.co/aDbkVaQ4MN
Aug 2, 2026 Β· β₯ 3
Drew Wilson @drewwilson
Huge props to @joshpuckett for sponsoring a bunch of @valiocon tickets for early career folks! Our community wins when people, like Josh, care :D
Aug 2, 2026 Β· β₯ 11
Drew Wilson @drewwilson
Whole album from @boyinspace is so good.. but this is the newest song, and it's really amazing: https://t.co/nRgP3mLaZY
Aug 1, 2026
Founder at LetterYC S20
Intro paths
Drew went through Y Combinator (Summer 2020) β any YC alum in your network can reach them through the YC community.
In turn, Drew can intro founders to Letter's investors below.
Letter's investors Β· 3
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
Education
- Y CombinatorS20
Founder mafias
Y Combinator mafia8,668
Also came through, then founded or led a company.
+ 8,661 more
AngelList mafia16
Also came through, then founded or led a company.
+ 9 more
Same school
Also attended Y Combinator2,000
+ 1,994 more
Shared employers
Also worked at Opacity1
Also worked at Clerk.com8
+ 2 more
Also worked at AngelList68
+ 62 more