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Pomelo Care is a virtual medical practice serving women and children across pregnancy, postpartum, pediatrics, menopause, and perimenopause. We are hiring our first internal Senior Payroll Manager to lead the transition from a PEO model to an in-house payroll operation using Rippling HRIS.
In this hands-on, high-visibility role, you will own end-to-end payroll operations for 500+ employees across two legal entities, processing four payroll cycles monthly with precision and independence. You'll serve as the primary Finance owner of the PEO-to-Rippling transition, partnering with our People team and outsourced vendor to ensure smooth, compliant implementation including data migration and employee communication.
Key responsibilities include: managing payroll tax filings and payments across all federal, state, and local jurisdictions; overseeing benefits-related payments and deductions (401(k), health/welfare, garnishments); maintaining Rippling system configuration and serving as payroll administrator; establishing strong internal controls with proper segregation of duties and approval workflows; reconciling payroll data with accounting for accurate financial reporting; resolving employee pay inquiries; collaborating cross-functionally on audits and compliance; staying current on payroll tax and wage-and-hour regulations; and building the foundation for a scalable payroll function.
You will ultimately hire, onboard, and manage a Payroll Coordinator/Specialist as the organization grows. This role reports to the Controller and can be based anywhere in the continental US.
You bring 7-8+ years of progressive, hands-on multi-state and multi-entity payroll experience at similarly sized organizations. You have admin-level expertise with modern HRIS platforms (Rippling experience is a significant plus) and direct experience leading system implementations or transitioning from PEOs. You're a payroll tax compliance expert, experienced in implementing and maintaining strong internal controls, and knowledgeable in benefits administration. You have previous people-management experience or clear readiness to lead direct reports. Strong Excel skills, exceptional attention to detail, patient communication, and the ability to build processes from scratch are essential.
