Senior Product Manager unifying benefits integrations, payroll accuracy, and compliance at Remote, a global employment platform. Owning infrastructure strategy across carriers, HR systems, EOR, payroll, and PEO.
Responsibilities
Drive the roadmap for connections to carriers, third-party administrators, benefits administration platforms, and customers' HR systems
Shift fragmented benefits tooling toward one administration platform, cost-ingestion pipeline, and consistent experience across Employer of Record, global payroll, and PEO
Translate strategy into roadmaps aligned with engineering, operations, and leadership
Lead benefit-cost migrations, retirement plan administration, provider-agnostic cost ingestion, and HR-system-to-payroll integrations through go-live
Own test planning, end-to-end validation, and go-live readiness
Activate new countries and partners through requirements, integration, carrier onboarding, and rollout
Enable sales and implementation on benefits processing and setup using AI tools and code-connected agents
Ensure consistent cost, eligibility, and enrollment data flow across products and HR systems
Build proactive compliance monitoring and reduce manual reconciliation
Lead root-cause analysis, remediation, and durable fixes for benefit-cost data incidents
Champion discrepancy reporting, unmapped-cost alerts, and reconciliation infrastructure
Manage the full lifecycle of benefits partners, including sourcing, evaluation, integration, monitoring, and offboarding
Partner with Partnerships on commercial terms and represent Product as technical subject-matter expert
Evangelize roadmap and process changes across Product, Engineering, Payroll Operations, Finance, and Partnerships
Report to the Director of Product, Payroll
Requirements
Proven experience as a product manager owning complex third-party integrations (API and file/EDI-based)
Provider-agnostic mindset, including experience with brokers, carriers, or HRIS systems
Proficiency in Cursor and/or Claude Code is required
Ability to autonomously build, debug, and ship functional code/prototypes
Ability to design for APIs and agent-facing tooling
Ability to make strategic and tactical product decisions under deadline pressure
Excellent asynchronous written communication
Bonus: experience negotiating or managing commercial partnerships
Bonus: experience in benefits, HR technology, payroll, insurance technology, or fintech
Nice to have: strong technical fluency with data-mapping specifications, sync and reconciliation logic, idempotency, settlement thresholds, or migration sequencing
Submit application and CV in English
Benefits
work from anywhere
flexible paid time off
flexible working hours (we are async)
16 weeks paid parental leave
budget towards co-working spaces, learning and wellness (including gym memberships)
mental health support services
stock options
home office budget & IT equipment
life-work balance
Employee Resource Groups (Women, Disability, Queer, Minorities in Tech)
accommodation support during interviews and beyond
Part - time Product Manager shaping enterprise SaaS strategy, integrations, and roadmaps for Cast & Crew’s entertainment technology and services business.
Part - time Product Manager shaping product strategy, roadmaps, integrations and launches for Cast & Crew’s entertainment technology and services business.
Senior Product Manager owning caregiver engagement products at Caribou, a home care technology company. Driving discovery, delivery, launches, and measurable outcomes for organizations and caregivers.
Principal Product Manager owning omnichannel and AI - powered customer experience products at Nextiva, a customer experience and team collaboration platform. Driving mid - market strategy, launches, adoption, and measurable business outcomes.
Product Owner using generative AI to prioritize and specify Gun StoreMaster, a firearm compliance and inventory SaaS platform. Driving roadmap, discovery, and Agile delivery.
Product Manager optimizing display, video, newsletter, app, and programmatic advertising products. Driving roadmaps, launches, analytics, and performance improvements for Canadian news company Postmedia.
Product Manager optimizing display, video, newsletter, app, and programmatic advertising products for Canadian news media company Postmedia. Driving roadmaps, launches, analytics, and ad - tech performance improvements.
Senior Product Manager owning customer - driven product streams at Bridgit, a Canadian construction - tech company. Shaping AI - first roadmaps through research, analytics, prototyping, and engineering collaboration.
Staff Product Manager leading search and AI visibility across Luxury Presence’s real estate websites. Owning strategy, measurement, and product growth for AI - powered discovery.
Product Manager optimizing Postmedia’s digital advertising products across display, video, newsletter, app, and programmatic channels. Launching features, managing roadmaps, and improving ad performance.