Lead Product Manager

About this role

Own the vision, strategy, and measurable outcomes for a sub-domain of Oyster’s Employer of Record product. The role spans customer experiences and internal operations, identifying whether product, process, policy, or operational changes best solve underlying problems. You’ll work closely with Operations, AI Engineers, Engineering, Design, and senior stakeholders.

About the company

Oyster is a global employment platform that lets companies hire, pay, and manage workers in other countries through employer-of-record and related services.

The team

Product Development, Product, and Product Management

What you'll do

• Set product vision, strategy, priorities, and measurable outcomes for an EOR sub-domain.
• Map customer journeys, operational workflows, policy constraints, data flows, and exceptions across the EOR lifecycle.
• Lead customer and operational discovery to identify root problems and evaluate product, process, policy, and operational solutions.
• Create outcome-based roadmaps with clear decisions, learning plans, and success measures.
• Work with Operations and AI Engineers to improve scalability, exception handling, service quality, and cost-to-serve.
• Partner with Engineering and Design from discovery through delivery, using prototypes and technical insight to reduce risk.
• Align senior stakeholders across Legal, Compliance, Finance, Operations, and Go-to-Market.
• Strengthen product practices for discovery, decision quality, and outcome ownership.

What we're looking for

• 5+ years of Product Management experience, including end-to-end ownership of a complex product area.
• 3+ years in HR tech, payroll, benefits, hiring, compliance, or another regulated or operationally complex B2B domain.
• Strong systems thinking across policy, operations, data, technology, exceptions, and edge cases.
• Evidence of first-principles problem-solving and choosing among product, process, policy, and operational interventions.
• Able to make significant decisions under ambiguity, communicate trade-offs, and explain what was deprioritized.
• Deep customer discovery experience that has materially changed problem definitions or planned solutions.
• Able to influence senior stakeholders and partner effectively with Operations, Engineering, and Design.
• Executive communication skills and measurable impact evidence, including baselines and attribution.

Nice to have

• Experience in EOR, payroll, HR technology, benefits, compliance, fintech, healthcare, logistics, or a similarly complex domain.
• Experience scaling products or workflows across countries, customers, teams, or markets.
• Hands-on AI prototyping or experience shipping responsible AI- or automation-enabled products.
• Experience working in fully distributed, multicultural teams.

Benefits

• Fully remote work, subject to work authorization and the role’s time-zone range.
• 40 days of paid time off per year, including holidays and vacation, or more where locally required.
• Mental health support through Plumm.
• Monthly wellbeing allowance.
• At least three months of paid parental leave, with job protection for up to 12 months or as required locally.
• Laptop and home-office equipment stipend.