Senior Payroll & Benefits Administrator

About the role

We are seeking a Senior Payroll & Benefits Administrator to own our US payroll operations and support the financial and administrative components of our benefits programs.

You’ll be responsible for accurate and timely payroll for 500+ employees, multi-state payroll compliance, benefits invoice reconciliation, and the payroll and reconciliation processes associated with our self-insured health plans.

Responsibilities

• Own end-to-end US payroll processing for 500+ US 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 identifying and resolving 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, validating employee eligibility, enrollment, payroll deductions, and plan fees, and 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 comfortable researching and resolving complex payroll and withholding questions.
• Hands-on experience with benefits administration and invoice reconciliation and confident in identifying discrepancies across payroll, HRIS, carrier, and vendor data.
• Highly proficient with Excel or Google Sheets and comfortable working with large datasets, reconciliations, audits, and reporting.
• Exceptionally detail-oriented and take ownership of high-stakes, deadline-driven work, building appropriate checks and controls into your processes.
• Clear, empathetic communicator who can independently own recurring processes, exercise good judgment, and continuously look for ways to make payroll and benefits administration more efficient, scalable, and reliable.

Qualifications

• College degree or equivalent work experience.
• CPA certification is a plus.

Skills

• Strong analytical and problem-solving skills.
• Excellent organizational and time management skills.
• Ability to work independently and as part of a team.
• Strong communication and interpersonal skills.

Benefits

We offer comprehensive benefits, perks, and a competitive salary. Your growth at YipitData is determined by the impact that you are making, not by tenure, unnecessary facetime, or office politics. Everyone at YipitData is empowered to learn, self-improve, and master their skills in an environment focused on ownership, respect, and trust.

Pay

The annual base salary range for this position is anticipated to be $105,000-115,000. Final compensation may be determined by a number of factors, including, but not limited to, the applicant’s experience, knowledge, skills, abilities, and internal team benchmarks.

Schedule

This is a remote-friendly opportunity that can sit in NYC (where our headquarters is located), one of our office hubs, or anywhere else in the US. However, depending upon where the remote work is performed, income could be subject to New York State tax withholding. We expect East Coast work hours.