In-House Payroll Lead for Multi-Entity Growth

Pomelo Care; Northern (KY); Hybrid; USD 145,000 - 165,000; Full time

Benefits offered by this job

Remote work option

Equity grant

401(k) plan

Parental leave

Health coverage

Job summary

Pomelo Care is a fast-growing virtual medical practice focused on women and children, expanding payroll in-house as we implement Rippling across the organization of 500+ employees. You will own all payroll operations, partner with outsourcing vendors during transition, and build a scalable, compliant internal payroll function.

This remote role reports to the Controller and will shape controls, data integrity, and staff growth, while ensuring accurate tax filings and benefits administration.

Qualifications

• Bachelor’s degree in Accounting/Finance/Business or equivalent.
• 7–8+ years of progressive multi-state payroll experience.
• Experience leading a system implementation or transition from a PEO.
• Strong payroll tax compliance expertise and remittances.
• Experience establishing internal controls and supporting audits.
• Benefits administration knowledge (401(k), health deductions).
• Previous people management or readiness to lead a team.
• Excellent Excel skills and ability to work with complex data.
• Clear, empathetic communication with internal stakeholders.

Responsibilities

• Own end-to-end payroll operations across two entities with four cycles per month.
• Lead PEO-to-Rippling transition and data migration with vendor support.
• Ensure timely federal, state, and local payroll filings and payments.
• Oversee benefits-related payments and deductions (401(k), health premiums).
• Configure Rippling pay groups, codes, tax jurisdictions, and GL mapping.
• Act as Rippling payroll administrator (security, workflows, integrations).
• Maintain strong payroll internal controls and documented procedures.
• Partner with People, Legal, and Accounting on audits and data requests.
• Stay current on payroll regulations and drive remediation as needed.
• Plan for hiring a Payroll Coordinator to support growth.

Skills

Payroll management

Multi-state payroll

Rippling HRIS

Internal controls

Tax compliance

Leadership

Excel

Communication

Education

Bachelor's degree in Accounting/Finance/Business

CPP certification preferred

Tools

Rippling HRIS

Job description

Pomelo Care is a fast-growing virtual medical practice focused on women and children, expanding payroll in-house as we implement Rippling across the organization of 500+ employees. You will own all payroll operations, partner with outsourcing vendors during transition, and build a scalable, compliant internal payroll function.

This remote role reports to the Controller and will shape controls, data integrity, and staff growth, while ensuring accurate tax filings and benefits administration.