Staging Gumroad

Gumroad is a profitable, independent, and venture-debt-free tool for creators. We've paid out over $1 billion. Now, we're growing a high-density team in Dumbo to reclaim our spot as the #1 creator economy tool. To get there, our core engine the path from a customer's "Buy" button to a creator's bank account must be the most reliable and frictionless infrastructure on the internet.

What you'll do

You will own the integrity of the Gumroad economy. We process millions of dollars a week across every time zone. Your job is to ensure that code is fast, math is perfect, and money moves without fail.

End-to-end product design: Own the design of creator-facing features from concept to launch, ensuring every pixel serves our creators.
Design systems and consistency: Build and maintain design systems that scale across web and mobile experiences.
User research and iteration: Talk to creators, understand their needs, and rapidly iterate on designs based on real feedback.
Collaboration: Work closely with engineers, open source contributors, and other designers to ship polished products.

The stack

We ship with tools that work.

Design tools: Figma, prototyping.
Frontend basics: HTML, CSS, understanding of React and Tailwind.
Design systems: Component libraries, tokens, documentation.

What we offer

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.

$189k-$210k/year + bonus + benefits
Stock ownership: Opportunity to purchase Gumroad stock at the latest FMV price at least once a year.
35-Hour week: We expect 35 hours of deep focus. The other 133 hours of your week are yours.
Lunch and coffee: We cover your food and coffee on the days you're in the office.
Full coverage: Premium health, dental, and vision insurance (US).
20 days paid vacation: Take time off to recharge throughout the year.
Retreats: Regular team events and offsites to sync on the road ahead.
Open Source: Our code is public. You can read the repo before you even apply.

How to apply

Email us. Send a few sentences about your background and why you want to join Gumroad to jobs@antiwork.com.
Show your work. Share your portfolio with case studies showing your design process and shipped work. Include links to live products you've designed.
Initial conversation. If your work stands out, we'll have a conversation to see if we're a mutual fit.
Paid trial. 4–6 week paid work trial where you ship real work for real creators. If it's a fit, you join the team.

Work authorization: Applicants for in-office positions must be legally authorized to work in the United States. We may sponsor O-1 visas for exceptional candidates.