oyster - Senior AI Product Engineer
Requirements
• Senior-level engineering judgment and a track record of independently leading complex production work from design through operation and improvement. • Hands-on experience shipping LLM-powered product capabilities to production, with clear personal responsibility for implementation and delivery decisions. • Real depth in at least some of the following: retrieval/RAG and indexing, evaluation datasets and experiments, LLM-as-judge, or agents and tool calling. • The ability to tell model, retrieval, tooling and application failures apart, and to validate improvements with evidence. • Strong fundamentals in coding, debugging, testing, API integration and system design, plus willingness to work in Ruby/Rails and React. • Sound judgment about sensitive data, access control, model limitations and operational risk. • Clear communication of trade-offs, effective async collaboration with product and engineering partners, and practical mentoring. • Production experience with Ruby on Rails, especially integrating AI capabilities into an established backend. • Full-stack delivery of conversational or assistant experiences. • Slack or in-app assistant integrations with clear user and permission context. • Operating retrieval pipelines, agent tools, evaluation infrastructure, or model routing and cost controls at production scale. • Helping multiple teams adopt reusable AI patterns while balancing shared foundations against local needs.
Benefits
• Real AI in production. You’ll ship to real users, and success is measured by evaluations and user outcomes, not plausible-looking demos. • Ownership of hard problems. You’ll work across agents, retrieval, evaluation and infrastructure, where engineering judgment matters at every layer. • Multiplier impact. Your patterns and mentoring will shape how AI is built across multiple product teams. • Stack-agnostic hiring. We hire for AI engineering depth, and you’ll have room to grow into Rails and React. • Thoughtful remote culture. You’ll join a fully remote, async-friendly team that values documentation and clear decision-making. • HOW WE WORK TOGETHER AT OYSTER • Our values guide the work we do, the decisions we make, and the culture that makes Oyster what it is. We make it happen—progress is our default setting. We drive change, we build and give trust, and we move as one united team. • Our mission is to create a more equal world of work: helping companies everywhere hire, pay, and care for talent anywhere. Everything we do ladders up to our mission. We embrace asynchronous, collaborative work and share how we operate in the Oyster Public HQ https://oysterhr.notion.site/Welcome-to-The-Reef-Oyster-s-Open-Source-Employee-Guide-fc482e3f107c4afd8c85ed217f1d0c1d so other global teams can learn from us. • With diverse locations, cultures, and needs, we created How YOU Work; https://oysterhr.notion.site/How-YOU-work-ac16c1932e314ffd8cb693e332458395 a program supporting your whole human experience at Oyster: • Work from anywhere: Oyster has no borders or HQ. As long as work is timely, your team is supported, and you're authorized to work where you live, you can work from anywhere. • Paid time off: Enjoy 40 days off per year (including holidays and vacation), or more if required by your country. • Mental health support: Access Plumm https://oysterhr.notion.site/Plumm-3b5e7e70dec6428e975f68f25972cfb7, our mental well-being service. • Wellbeing allowance: Each month, receive a wellbeing allowance in your ThanksBen wallet to spend on a wide range of options. • Flexible parental leave: All new parents are eligible for at least three months’ paid leave, with job protection for up to 12 months or as required locally. • WFH stipend: Receive a stipend for your laptop and home office equipment to get you set up quickly. • ✨ THE BEST JOBS SHOULD BE AVAILABLE TO EVERYONE • We embrace diverse perspectives and intentionally build our product and company with an inclusive, global mindset. We encourage you to apply, even if you don’t meet every criterion, and are committed to a trust-based, thriving environment. • Oyster is committed to ensuring equal opportunity of employment for qualified persons with disabilities and actively fosters an inclusive work environment. If you require reasonable accommodations throughout the recruiting process, please email [email protected] with the subject line: Interview Accommodations. • Our available positions are on our careers page. Our team will only contact you from an @oysterhr.com email, and we will never ask for money as part of an interview process or job offer. If you receive a suspicious email about Oyster jobs or are directed to a site other than www.oysterhr.com/careers http://www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline https://faceup.com/c/8tpzyyye.
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