Senior Product Manager, Benefits

Responsibilities

• Own the Benefits infrastructure strategy, focusing on near-term integrations and long-term unification across Employer of Record, global payroll, and PEO
• Lead complex, cross-functional integration delivery, including migrating benefit costs to unified payroll systems and standing up retirement plan administration
• Build a seamless benefits experience across products to ensure consistent data flow for cost, eligibility, and enrollment
• Own data integrity across partner integrations, serving as the escalation point for benefit-cost data incidents and championing systemic tooling
• Manage the partner portfolio, including sourcing, evaluation, technical integration, and performance monitoring of benefits partners
• Evangelize the roadmap and process changes across Product, Engineering, Payroll Operations, Finance, and Partnerships

Requirements

• Proven experience as a product manager owning complex third-party integrations (API and file/EDI-based)
• Proficiency in Cursor and/or Claude Code to autonomously build, debug, and ship functional code/prototypes
• Comfort designing for systems and APIs as well as human-facing dashboards
• Strong judgment for strategic and tactical prioritization under deadline pressure
• Excellent asynchronous written communication skills

Preferred Qualifications

• Experience negotiating or managing commercial partnerships
• Domain experience in benefits, HR technology, payroll, insurance technology, or fintech
• Strong technical fluency in data-mapping specs, sync and reconciliation logic, and idempotency

Benefits

• Work from anywhere
• Flexible paid time off
• Flexible working hours (async)
• 16 weeks paid parental leave
• Mental health support services
• Stock options
• Learning budget
• Home office budget & IT equipment

About the Company

Remote helps modern organizations navigate global employment compliantly, making it possible for businesses of all sizes to recruit, pay, and manage international teams asynchronously around the world.