Senior Product Manager, Benefits Infrastructure

About Remote

Remote is solving modern organizations’ biggest challenge – navigating global employment compliantly with ease. They make it possible for businesses of all sizes to recruit, pay, and manage international teams. With core values centered on innovation and a future-focused work culture, their team works asynchronously around the world, spanning 6 continents.

Innovation is a core value, and automation and AI capabilities are integrated into every role.

They encourage every team member to bring their unique talents, experiences, and cultural perspectives to build a best-in-class HR platform.

What This Job Can Offer You

Remote is building a provider-agnostic, payroll-correct, compliance-monitored infrastructure layer that supports every employment method—Employer of Record, global payroll, PEO, and external HR systems. This role is deeply integration-heavy, focusing on migrating benefit costs onto a unified payroll system, standing up retirement plan administration, and ensuring benefits data flows correctly from clients’ HR systems.

Near-term: You’ll handle live, high-stakes work such as 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, and resolving benefit-cost data-integrity incidents that impact paychecks.

Long-term: You’ll own the vision and roadmap for unifying fragmented benefits tooling into one administration platform, one cost-ingestion pipeline, and one source of truth across 90+ countries and employment models. This includes designing APIs and agent-facing tooling for non-human consumers.

This is a senior, high-autonomy role reporting to 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, focusing on ingesting a customer’s existing reality and anticipating their future needs
• Proficiency in Cursor and/or Claude Code; ability to autonomously build, debug, and ship functional code/prototypes
• Comfort designing for systems as well as humans, thinking in APIs and agent-facing tooling
• Judgment to make both strategic and tactical calls under real deadline pressure
• Excellent async written communication skills to drive alignment across multiple teams
• Nice to have: Experience negotiating or managing commercial partnerships, and experience in benefits, HR technology, payroll, insurance technology, or fintech

Key Responsibilities

Own the Benefits Infrastructure Strategy

• Drive the roadmap for connecting to carriers, third-party administrators, benefits platforms, and customers’ HR systems
• Own the shift from fragmented benefits tooling to a unified administration platform and consistent experience across employment models
• Break strategy into a roadmap that aligns with engineering, operations, and leadership, ensuring every investment improves pay run accuracy, compliance, or customer retention

Lead Complex Integration Delivery

• Drive initiatives such as migrating benefit costs, standing up retirement plan administration, and ensuring benefits data flows correctly from HR systems
• Own test planning, end-to-end validation, and go-live readiness for these migrations
• Run the full process for activating new countries and partners, from requirements to rollout
• Enable sales and implementation on benefits processing using AI tools and code-connected agents

Build a Seamless Benefits Experience Across Products

• Own the vision for consistent benefits behavior across Employer of Record, global payroll, and PEO
• Push proactive compliance monitoring as a product feature
• Identify and close gaps forcing manual reconciliation of benefits data

Own Data Integrity Across Partner Integrations

• Be the escalation point for benefit-cost data incidents, driving root-cause analysis and durable fixes
• Champion systemic tooling for discrepancy reporting and reconciliation

Manage the Partner Portfolio

• Own the full lifecycle of benefits partners: sourcing, evaluation, technical integration, performance monitoring, and offboarding
• Partner with the Partnerships team on commercial terms and represent Product as the technical expert

Communicate and Align

• Evangelize the roadmap and process changes across Product, Engineering, Payroll Operations, Finance, and Partnerships
• Lead by example on asynchronous, transparent collaboration

Practicals

• Report to: Director of Product, Payroll
• Team: Product Management
• Location: Any location, any timezone