Senior Payroll & Benefits Administrator

Overview

This role involves owning US payroll operations and supporting the financial and administrative components of US benefits programs. You will be responsible for accurate and timely payroll for 500+ employees, multi-state payroll compliance, benefits invoice reconciliation, and payroll/reconciliation processes associated with self-insured health plans.

This is a remote-friendly opportunity that can be based in NYC, one of the organization’s office hubs, or anywhere else in the US. Depending on where remote work is performed, income could be subject to New York State tax withholding. East Coast work hours are expected.

Responsibilities

• Own end-to-end US payroll processing for 500+ employees, ensuring accurate, timely, and compliant payroll.
• Partner with Finance and People Ops to manage payroll inputs and changes, including new hires, terminations, compensation changes, bonuses, deductions, and leaves; proactively identify and resolve discrepancies.
• Serve as the primary point of contact and internal subject matter expert for payroll, resolving employee questions and partnering with ADP and internal stakeholders on payroll, tax, and deduction issues.
• Manage multi-state payroll and tax requirements for a distributed workforce, including appropriate handling of New York's Convenience of the Employer rule and related withholding requirements.
• Own payroll- and invoicing-related benefits administration, including employee deduction changes, QLEs, and ongoing coordination with the People Ops benefits team.
• Review and reconcile benefits invoices and self-funded plan activity; validate employee eligibility, enrollment, payroll deductions, and plan fees.
• Partner with Accounting to resolve discrepancies and complete financial reconciliations.
• Own payroll and benefits reconciliations and support month-end, year-end, W-2 preparation, open enrollment, benefits renewals, audits, and other recurring processes.
• Maintain strong documentation and controls while identifying opportunities to automate, simplify, and scale payroll and benefits processes.

Requirements

• 4+ years of hands-on payroll and benefits administration experience, including direct responsibility for running payroll through ADP Workforce Now for a US workforce of at least 500 employees and managing multi-state payroll.
• Experience reconciling benefits invoices is required.
• Experience with self-insured benefits plans and New York's Convenience of the Employer rule is strongly preferred.
• Strong working knowledge of federal, state, and local payroll and tax requirements, and comfort researching and resolving complex payroll and withholding questions.
• Hands-on experience with benefits administration and invoice reconciliation; ability to identify discrepancies across payroll, HRIS, carrier, and vendor data.
• Proficiency with Excel or Google Sheets, including working with large datasets, reconciliations, audits, and reporting.
• Exceptionally detail-oriented with a strong sense of ownership; able to build appropriate checks and controls into high-stakes, deadline-driven work.
• Clear, empathetic communicator who can independently own recurring processes, exercise good judgment, and continuously improve efficiency, scalability, and reliability.

Preferred Qualifications

• Experience with self-insured benefits plans.
• Experience with New York's Convenience of the Employer rule.

Compensation & Benefits

• Base salary range anticipated to be $105,000-115,000 annually.
• Final compensation may be determined by experience, knowledge, skills, abilities, and internal team benchmarks.
• Equity is included as part of the compensation package.
• Comprehensive benefits and perks, including flexible work hours, flexible vacation, a generous 401K match, parental leave, team events, wellness budget, and learning reimbursement.

Location

• Remote-friendly within the United States.
• Role can sit in NYC (headquarters) or one of the organization’s office hubs.
• East Coast work hours are expected.
• If remote work is performed outside NYC, income may be subject to New York State tax withholding.