Senior Product Manager, Benefits
About Remote
With Innovation as one of the core values, we have built Automation and AI capabilities into the requirements for every role.
We encourage every member of the Remote team to bring their talents, experiences and culture to the table to help us build the best-in-class HR platform.
What this job can offer you
Benefits at Remote is becoming the provider-agnostic, payroll-correct, compliance-monitored infrastructure layer that sits underneath every way Remote employs someone — Employer of Record, global payroll, PEO — and, increasingly, underneath any external HR system a customer brings. It stops being a standalone module people click through and becomes a layer other systems build on top of: invisible when it works, indispensable when it doesn't.
Near term, this is a deeply integration-heavy role. You'll take over a live, high-stakes book of work: migrating benefit costs onto a unified payroll system across multiple carrier and broker paths, standing up retirement plan administration for US global payroll, building provider-agnostic cost ingestion so any customer can bring their own broker or carrier, making benefits data flowing out of clients' own HR systems land correctly in payroll, and resolving benefit-cost data-integrity incidents that touch real employee paychecks. This is hands-in-the-data work: reconciliation logic, eligibility files, settlement thresholds, migration sequencing.
Longer term, this is a full-scope experience and unification role. As Remote consolidates fragmented, product-by-product benefits tooling into one administration platform, one cost-ingestion pipeline, and one source of truth, you'll own the vision and roadmap for making benefits behave consistently everywhere — the same primitives (offers, costs, enrollment, providers, statuses) working the same way across 90+ countries and across Employer of Record, global payroll, PEO, and HRIS-connected customers alike. You'll also own how that layer shows up for non-human consumers — APIs and agent-facing tooling — not just for people in a UI.
This is a senior, high-autonomy role reporting into Product leadership, with regular exposure to Engineering, Payroll Operations, Partnerships, Finance, and Legal/Compliance.
What you bring
- Proven experience as a product manager owning complex third-party integrations (API and file/EDI-based)
- A provider-agnostic mindset: you default to ingesting a customer's existing reality, and anticipating their future needs (their broker, their carrier, their HRIS) rather than forcing them onto a fixed set of embedded partners.
- Proficiency in Cursor and/or Claude Code is required. You must be able to autonomously build, debug, and ship functional code/prototypes, not just write specs.
- Comfort designing for systems as well as humans — you think in APIs and agent-facing tooling, not just dashboards, and can justify a feature by whether it makes a pay run more correct or compliant, not just whether it "feels complete."
- Judgment to make both strategic calls (what to consolidate, what to prioritize, what to explicitly stop doing) and tactical ones (scope of a given integration) under real deadline pressure.
- Excellent async written communication — you'll drive alignment across Engineering, Payroll Operations, Finance, Partnerships, and Legal without relying on meetings.
- Bonus: Experience negotiating or managing commerci