Senior Payroll Specialist

Summary

Join Keeper, a rapidly growing cybersecurity company, as a Senior Payroll Specialist and contribute to our global payroll operations. This 100% remote position (with hybrid options in Chicago) offers the chance to manage end-to-end payroll processing across multiple U.S. states and international locations. You will play a key role in ensuring timely and accurate payroll execution, maintaining compliance with various regulations, and optimizing our systems. As a go-to expert, you will collaborate with HR, Finance, and Legal teams. The role involves processing bi-weekly and monthly payrolls, ensuring compliance with tax laws, administering off-cycle payments, and staying updated on global payroll regulations. You will also collaborate with auditors, manage the ADP payroll platform, and identify process improvements.

Requirements

• Candidates should have 3–5 years of relevant experience in payroll, accounting, finance operations, or data analytics, along with experience processing multi-state and/or international payrolls
• Advanced proficiency in Microsoft Excel and strong data analysis capabilities
• Familiarity with payroll systems such as ADP, Gusto, Rippling, Deel, or Papaya Global is expected, and prior experience working within an HRIS platform is strongly preferred
• Candidates must demonstrate the ability to manage sensitive or confidential information with discretion, communicate effectively in both written and verbal form, and maintain a high degree of accuracy and attention to detail under pressure
• Strong computer skills are required, with Google Workspace proficiency preferred
• The ability to work independently while also collaborating effectively across teams is essential
• Bachelor’s degree in Business, Accounting, Human Resources, or a related field—or equivalent practical experience—is required

Responsibilities

• Process bi-weekly and monthly payrolls for U.S. and international employees (Ireland and Japan)
• Ensure compliance with multi-state and multi-country tax laws and labor regulations
• Administer off-cycle payrolls, bonuses, commissions, and equity-related transactions
• Stay current on global and U.S. state-specific payroll regulations, tax laws, and reporting requirements
• Collaborate with internal and external auditors for payroll-related audits
• Ensure accurate filings of payroll taxes and year-end documents (e.g., W-2s, 1099s, T4s, etc.)
• Manage and optimize ADP payroll platform, working closely with HR and Finance to ensure accurate data
• Identify and implement process improvements and automation opportunities
• Partner with People Operations, Finance, and Legal on payroll policy, benefits, and employee mobility
• Support international hiring and expansion from a payroll perspective
• Serve as a trusted advisor to employees on payroll-related inquiries

Preferred Qualifications

• ADP Workforce Now experience preferred
• Payroll experience in a SaaS, tech, or high-growth environment is a plus
• Knowledge of payroll tax compliance is a significant advantage, though not required, and a general understanding of U.S. employment laws as they relate to payroll is preferred
• CPP (Certified Payroll Professional) certification or willingness to pursue it is a plus
• Familiarity with international payroll operations in countries such as Ireland, the UK, or Japan is also a plus

Benefits

• Medical, Dental & Vision (Inclusive of domestic partnerships)
• Employer Paid Life Insurance & Employee/Spouse/Child Supplemental life
• Voluntary Short/Long Term Disability Insurance
• 401k (Roth/Traditional)
• A generous PTO plan that celebrates your commitment and seniority (including paid Bereavement/Jury Duty, etc)
• Above market annual bonuses