Jobs at Oyster

Lead the vision, strategy, and execution of Oyster’s Employer of Record product across onboarding, payroll, benefits, compliance, and offboarding. Manage and develop a multi-layered product organization, prioritize complex initiatives, and partner with Engineering, Design, Legal, Finance, and Operations. Drive AI-powered automation, scalable workflows, measurable business outcomes, and product quality across a regulated global employment platform.

Own the GTM organization’s operating rhythm, strategic planning, cross-functional growth initiatives, internal communications, and execution cadence. Partner closely with the CRO and Sales, Marketing, Partnerships, and RevOps leaders to translate strategy into OKRs, improve collaboration, resolve operational bottlenecks, manage QBRs, and drive initiatives from decision through measurable delivery. The role also represents GTM needs across Product, Engineering, Finance, Customer Experience, and People teams.

Lead Oyster’s company-wide editorial and category narrative across marketing, executives, product, people, legal, and customer-facing teams. Build AI-first systems for research, brand voice, fact-checking, source verification, repurposing, evaluation, and governance. Direct thought leadership, executive publishing, original employment research, and multimedia activation. Connect content decisions to growth, trust, influence, and pipeline while mobilizing stakeholders, freelancers, agencies, and experts without formal authority.

Lead the consolidated FP&A and Analytics function delivering planning, forecasting, financial modelling, pricing analytics, reporting, and commercial insight. Partner with senior leaders, drive AI/automation and systems improvements, prepare board/investor materials, support M&A/due diligence, and build a high-performing remote global team to improve decision quality and financial discipline.

Build and operate shared AI platform infrastructure for LLM applications, agents, RAG, tool calling, and AI workflows. Develop data and knowledge pipelines, secure enterprise integrations, reusable frameworks, deployment and observability standards, and developer tooling. Take AI systems from experimentation to reliable production while ensuring security, privacy, governance, scalability, quality, and cost efficiency. Collaborate across Engineering, Product, and IT to establish practical AI platform patterns and guardrails.

Own product vision, strategy, and execution for Hire & Onboard or Benefits. Lead discovery, prioritisation, and roadmaps; partner with Engineering and Design; coordinate cross-functional stakeholders (Legal, Compliance, Ops, GTM). Drive AI and automation use cases, embed regulatory/compliance requirements, use quantitative and qualitative data to measure impact, and improve product processes and outcomes.

Own product vision, strategy, and execution for Hire & Onboard or Benefits domain. Lead discovery, roadmap, and delivery with Engineering and Design; embed regulatory and compliance requirements; leverage AI/automation and data to improve outcomes; align cross-functional stakeholders and measure impact.

Lead Oyster's data platform and AI strategy, centralize AI initiatives into production systems, build scalable data and MLOps infrastructure, modernize knowledge architecture and semantic search, partner cross-functionally to embed AI into products and workflows, enforce tooling standards and governance, and drive organizational adoption and change management for AI-assisted operations.