About Gumroad
Who We Are
Gumroad is a profitable, independent tool for creators founded in 2011 by Sahil Lavingia. We've paid out over $1 billion to creators selling video lessons, monthly subscriptions, ebooks, music, courses, design assets, and more on our platform. Last week alone, Gumroad digital entrepreneurs earned $2,128,217.
In 2025–2026 we transitioned from a fully-async, distributed model to a high-density New York office model — building from our DUMBO HQ overlooking the Brooklyn Bridge. We're growing a small, high-density team to build the #1 creator economy tool, leaning heavily on AI tooling to ship faster than teams ten times our size.
Gumroad's codebase is open source: github.com/antiwork/gumroad. "Our code is public. You can read the repo before you even apply." Our backend is Ruby on Rails; frontend is React, TypeScript, Inertia.js and Tailwind CSS; infrastructure runs on AWS.
Where will I work?
DUMBO HQ, NYC — high-bandwidth work from our office overlooking the Brooklyn Bridge. Roles are full-time and in-person in New York. The Design Engineer role permits "Remote (NYC visits 2-4x/year)" — if you'd prefer to contribute remotely outside that cadence, the company points you to their open-source bounty programme.
What is the Gumroad team like?
"We are a high-output team of builders. We don't have an HR department, we don't have 'middle managers,' and we don't do corporate side quests."
The model is end-to-end ownership: "You will own features end-to-end. From talking to creators, to designing the solution, to shipping production code, to measuring the impact. There is no handoff. You are the designer, the engineer, the PM, and the QA." AI tools (Claude Code, Cursor, Codex) are core to the workflow: "We ship features in hours, not weeks."
Hiring is 4-step: email pitch → show your work (with URLs / open-source PRs in the Gumroad repo) → initial conversation → 4-6 week paid work trial shipping real features for real creators.
Work-Life Balance
Gumroad runs a 35-hour work week (verbatim from current JDs): "We expect 35 hours of deep focus. The other 133 hours of your week are yours."
The team is in-person in NYC most of the week with regular offsites in destinations like Bali, Hokkaido, and Mexico.
Perks and Benefits
Verbatim from the current Design Engineer + Customer Support JDs:
- $90k-$210k salary range depending on role (Design Engineer $189k-$210k; Customer Support $90k-$100k) + bonus + benefits
- 35-hour work week — "We expect 35 hours of deep focus. The other 133 hours of your week are yours."
- Stock ownership: Opportunity to purchase Gumroad stock at the latest FMV price at least once a year
- Premium health, dental, and vision insurance (US) — full coverage
- 20 days paid vacation
- Regular team events and offsites (Bali, Hokkaido, Mexico mentioned by name)
- Lunch and coffee covered on office days
- Open-source code: read or contribute to the repo at github.com/antiwork/gumroad before applying