About the role
✨ ONE PLATFORM, A WHOLE WORLD OF OPPORTUNITY
The best jobs have always clustered in a handful of the world's wealthiest cities. But talent is everywhere. Oyster set out to close that gap - building a global employment platform that lets companies hire, pay, and care for brilliant people anywhere.
We're proof that a high-performing culture doesn't need an office. Distributed across 60+ countries since 2020, we've built something the industry keeps noticing:
- Ranked #10 of 250 on TIME and Statista's 2026 list of America's Top WorkTech Companies https://www.oysterhr.com/library/oyster-hr-named-10-of-americas-top-worktech-companies-of-2026-by-time
- Named one of America's Greatest Startup Workplaces 2026 https://www.oysterhr.com/library/oyster-2026-newsweek-award by Newsweek
- A G2 Spring 2026 Leader https://www.oysterhr.com/library/oyster-named-best-roi-for-any-global-employment-platform-for-g2-spring-2026 across Employer of Record, Global Employment, Multi-country Payroll, and HR Compliance
- The only B Corp-certified global employment platform ~ independently verified since 2023
Two of those rankings measured our business impact from the outside. One measured how our own people feel about working here. They landed in the same place ~ because at Oyster, culture and performance aren't separate conversations. They're the same one.
And we're just getting started. If you want to do the best work of your career alongside people who care as much as you do, we'd love for you to apply.
THE OPPORTUNITY
Oyster AI is our assistant for customers and team members, and we want it to be genuinely useful: accurate, fast, reliable and safe with the data it touches. In this role you’ll own complex improvements to it end to end, from defining the problem and designing the solution through evaluation, rollout and learning from production.
Your work will span agent capabilities and tools, knowledge retrieval, answer quality and infrastructure, with real trade-offs between model quality, latency, reliability and cost. This is a hands-on product engineering role, not a research-only or prompt-only position. You’ll also help other product teams build AI features well by sharing patterns, pairing with them and improving the reusable foundations they rely on.
Our backend is Ruby on Rails and our frontend is React. Strong AI engineers from other stacks are very welcome, and Rails experience is a bonus, not a prerequisite.
WHAT YOU’LL BUILD & OWN
- End-to-end AI improvements. Connect user needs to architecture, implementation, evaluation and safe rollout for complex Oyster AI work.