•Own US benefits program design and administration, including medical, dental, vision, FSA/HSA, 401(k), life, and ancillary lines
•Manage open enrollment end-to-end — plan selection, carrier coordination, employee communications, and system configuration in Rippling
•Lead broker relationship and serve as the primary point of contact for carriers and TPAs
•Ensure ACA compliance, reporting, and filing (1094/1095-C)
•Support Canada benefits strategy in partnership with local HR resources (Pune/India ancillary benefits as applicable)
HRIS — Rippling
•Serve as the system owner and subject matter expert for Rippling across all modules: payroll, benefits, PTO, headcount, and integrations
•Own data integrity, configuration, workflows, and role-based access
•Lead HRIS optimization initiatives — building automation, improving self-service, and reducing manual lift across the People team
•Manage Rippling-to-Intacct integration, including issue escalation and resolution with vendor support
•Partner with Finance and IT on system governance, data validation, and new module rollouts
People Operations & Compliance
•Directly manage and develop two People Operations team members — setting priorities, building capability, and creating a high-performing team culture
•Develop and maintain HR policies across US and Canada jurisdictions, ensuring alignment with applicable employment law
•Support BYOD compliance framework, records retention, and HR audit readiness across US, Canada, and India •
•Manage unemployment claims, leave administration (FMLA, state leaves, parental), and workers' compensation programs
•Comfortable working US business hours from Pune — this is a firm requirement given the payroll and benefits support model for our North American workforce
What You Bring
•7+ years in People Operations, HR Operations, or a directly equivalent function — with demonstrated ownership of payroll and benefits, not just advisory support
•Prior experience managing direct reports with a track record of developing team members and driving accountability
•Hands-on payroll processing experience in both the US (multi-state) and Canada (multi province) — this is a hard requirement
•Deep Rippling expertise; you can configure it, troubleshoot it, and train others on it
•Strong knowledge of US payroll tax compliance, benefits regulations (ACA, ERISA, COBRA), and Canadian payroll and employment standards
•Familiarity with Quebec-specific requirements (Law 25, CNESST, provincial payroll nuances) is a meaningful plus •
•Experience operating in a PE-backed, high-growth, or scaling SaaS environment — you know how to move fast with evolving structure
•Exceptional attention to detail combined with an ability to zoom out and see the system level picture
•Strong cross-functional communication skills — you can translate payroll and compliance complexity for Finance, Legal, and executive stakeholders
•A builder's mentality: you identify gaps, propose solutions, and execute without waiting for someone to hand you a playbook
