Darrell Silver

Running 503 Corp to launch tech companies with undiscovered founders. They generally solve the problems we hit building Thinkful. I also serve as board member, advisor, and investor across EdTech and child advocacy.

I've co-founded+CEO'd+sold two companies: Thinkful (acquired by Chegg) & Perpetually (acquired by Dell). Before that a quant.

I'm married to @stephenfoley and live in NYC. Don't work in crypto.

503 Corp

Our view is that durable businesses start Service First: Bootstrapped for the first few million then raise money when we can become a monopoly.

1. Union – Your dedicated People Operations and Recruiting partner. Co-founder Ben Aronowicz, former Head of People at Thinkful.
2. FaaS – Growth modeling for startups once reserved for public cos. Co-founder Parniyan Cagatay, former FP&A at Chegg.
3. GoodGig.work – Upwork without the bad clients. Co-founder Blake Gillette.

Boards & advisory

• Board @ The Young Center, the non-profit serving unaccompanied minors arriving every day at US borders.
• Board @ Fiveable, where most AP students go to study.
• Advisor & Investor at: Best Practicer, Boulton & Watt, ChartHop, Constructor, Customer.io, Macro, Melior, Owl Ventures, School16, Status Hero, SudoWrite, SV Academy, Tinkergarten, Tiny Capital, Transcend Network.

• @darrellsilver
• LinkedIn
• darrell@darrellsilver.com
• Medium

Find me

Special projects

• freeCodeCamp provides wonderful online learning for millions for free. In 2021 I was lucky enough to help fund its expansion into a new math curriculum.
• Host the non-profit fundraiser StartupXmas, the holiday party for startups too small to host their own holiday party.