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 New York to reclaim our spot as the #1 creator economy tool. To get there, we need creators to feel supported, heard, and empowered to succeed on our platform.

This is a full-time, in-person role in New York. If you'd prefer to contribute remotely, check out our open-source bounties.

What you'll do

You will be the voice of Gumroad to our creators. We serve thousands of creators across every time zone. Your job is to ensure that every creator gets the help they need, when they need it, so they can focus on what they do best.

Creator support: Help creators succeed by providing excellent support and guidance on using Gumroad.
Problem solving: Troubleshoot issues and find creative solutions to help creators achieve their goals.
Relationship building: Build strong relationships with creators and become their trusted advisor.
Product feedback: Channel creator feedback to the product team to help improve the platform.

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.

$90k-$100k/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. Include examples of how you've helped customers succeed, communication skills, and problem-solving abilities.
Initial conversation. If your experience 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 support real creators. If it's a fit, you join the team.