Senior Product Manager

Accountabilities

• Own the product strategy and roadmap for benefits infrastructure, balancing near-term integration needs with the longer-term goal of creating a unified administration platform, cost-ingestion pipeline, and consistent benefits experience.


• Drive integrations with benefits carriers, third-party administrators, benefits platforms, brokers, and customers’ HR systems, determining where to deepen integrations, consolidate capabilities, or sunset partners.


• Lead complex initiatives from discovery and design through testing, launch, and post-launch stabilization, including benefit-cost migrations, retirement plan administration, provider-agnostic cost ingestion, and HRIS-to-payroll data flows.


• Own end-to-end test planning, validation, migration sequencing, reconciliation logic, and go-live readiness in close partnership with Engineering and operational teams.


• Establish and improve the process for activating new countries and partners, covering requirements, integrations, carrier onboarding, testing, and rollout.


• Enable Sales and Implementation teams with better benefits-processing workflows, using AI-assisted tools and code-connected agents to verify provider availability, system behavior, and expected outcomes.


• Define consistent benefits behavior across Employer of Record, global payroll, PEO, and customers using their own HR systems, ensuring costs, eligibility, enrollment, providers, and statuses behave consistently across employment models.


• Develop proactive compliance monitoring as a product capability and identify gaps that currently require manual reconciliation across products or teams.


• Act as the escalation point for benefits data-integrity incidents, including discrepancies between benefit offers and payroll or under-collection issues, leading root-cause analysis, remediation, and durable product fixes.


• Champion systemic data-quality tooling such as discrepancy reporting, unmapped-cost alerts, and reconciliation infrastructure to identify issues before they affect employees or payroll.


• Own the full lifecycle of benefits partnerships, from sourcing and evaluation through technical integration, performance monitoring, and eventual offboarding.


• Partner with commercial teams on partner relationships and serve as the technical product subject-matter expert when working with carriers, platforms, and other external providers.


• Communicate product strategy, roadmap decisions, process changes, and priorities clearly across Product, Engineering, Payroll Operations, Finance, Partnerships, and Legal.


• Lead by example in asynchronous collaboration, creating alignment through clear written communication and transparent decision-making.

• Proven experience as a Product Manager owning complex third-party integrations, particularly API-based and file/EDI-based integrations.


• Strong provider-agnostic product mindset, with the ability to design solutions around customers’ existing brokers, carriers, HRIS platforms, and future technology needs rather than relying exclusively on fixed partner ecosystems.


• Demonstrated ability to operate across both product strategy and technical delivery, including the ability to understand data flows, integration requirements, reconciliation logic, and system dependencies.


• Proficiency with Cursor and/or Claude Code is required, including the ability to independently build, debug, and ship functional code or prototypes rather than using AI tools solely for specification or documentation.


• Strong systems thinking, with the ability to design for both human users and machine consumers through APIs, automation, and agent-facing tooling.


• Ability to evaluate product decisions through measurable business and operational outcomes, particularly accuracy, payroll correctness, compliance, customer retention, and implementation efficiency.


• Strong judgment under deadline pressure, with the ability to make both strategic decisions about priorities and consolidation as well as tactical decisions about individual integration scope.


• Excellent asynchronous written communication skills and the ability to align Engineering, Payroll Operations, Finance, Partnerships, Legal, and other stakeholders without relying heavily on meetings.


• Strong stakeholder management and cross-functional collaboration skills, with the ability to build alignment across technical and operational teams.


• Experience working with complex data mappings, synchronization, reconciliation, migration sequencing, or similar technical product concepts is highly desirable.


• Experience negotiating or managing commercial partnerships in addition to technical integrations is a plus.


• Background in employee benefits, HR technology, payroll, insurtech, fintech, or another closely related domain is a plus.


• Strong technical fluency, including the ability to read data-mapping specifications and discuss concepts such as idempotency, settlement thresholds, synchronization, reconciliation, and migration sequencing with engineers.


• Comfortable working autonomously in a fully distributed, international environment with a strong bias toward action and ownership.

• Annual salary range of $59,900–$151,650 USD, with actual compensation determined by factors including role level, location, relevant skills, experience, training, business needs, and market conditions.


• Fully remote work from Romania, with the ability to work from anywhere within the applicable employment framework.


• Flexible working hours and an asynchronous work model designed to let employees structure their schedules around their lives.


• Flexible paid time off.


• 16 weeks of paid parental leave.


• Budget for coworking spaces, learning, and wellness activities, including gym memberships.


• Mental health support services.


• Stock options.


• Home-office budget and IT equipment.


• Global, distributed work environment spanning multiple countries and time zones.


• Significant autonomy and ownership within a senior product organization.


• Opportunity to work on complex global payroll, benefits, compliance, and HR technology infrastructure.


• Exposure to AI-powered product development and modern automation capabilities.


• Strong emphasis on professional growth, internal mobility, and fair, location-aware compensation practices.


• Inclusive environment that encourages employees from diverse backgrounds and supports employee resource groups and workplace accommodations.

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