Lead Payroll Specialist

About the Team/Role

As we continue to scale our global operations, we’re looking for a detail-oriented and proactive Lead Payroll Specialist to manage and strengthen our payroll processes.

This role will be responsible for ensuring accurate, timely, and compliant payroll processing while partnering closely with the People and Finance teams. You will play a key role in maintaining payroll accuracy, managing employee payroll queries, ensuring regulatory compliance, and improving payroll processes as we grow.

If you enjoy working with numbers, navigating payroll regulations, and building efficient, reliable processes that directly impact employee experience, this is an opportunity to contribute to a growing global organization.

What you'll do

• Own end-to-end US payroll operations across multiple states, ensuring accurate, timely, and compliant processing through Justworks, including new hires, terminations, compensation changes, deductions, benefits, and off-cycle payments
• Coordinate global payroll operations across international entities, partnering with local teams and external providers to oversee payroll processing, reconciliations, reporting, and compliance
• Manage time and attendance processes through Workforce, including non-exempt employee hours, overtime, approvals, and exception management
• Coordinate 401(k) administration through Empower, including employee and employer contributions, reconciliations, remittances, and compliance-related activities
• Partner with Finance and Revenue Operations to validate and execute commissions, bonuses, and other variable compensation payments
• Ensure compliance with applicable federal, state, and local payroll regulations, including tax withholding, wage-and-hour requirements, payroll tax filings, W-2 preparation, year-end reporting, and payroll-related audits
• Partner with People and Finance teams to ensure accurate payroll inputs, reconciliations, and reporting, including coordination with Accounting on journal entries, accruals, and month-end close activities
• Serve as the primary internal payroll subject-matter expert, resolving employee inquiries, addressing discrepancies, and coordinating with external payroll and benefits providers
• Own payroll calendars, standard operating procedures, documentation, approval workflows, and internal controls, while identifying opportunities to improve systems, streamline workflows, and standardize processes across global operations
• Maintain strict confidentiality and appropriate controls over sensitive employee, payroll, and compensation information.

What you bring

• 10+ years of experience with non-exempt salaries, global payroll, preferably in a multi-state environment
• Strong understanding of US federal, state, and local payroll regulations, tax requirements, and compliance
• Hands-on experience with payroll platforms such as ADP, Paychex, Gusto, Justworks, or similar systems
• Experience managing payroll reconciliations, deductions, benefits, and year-end payroll activities
• Strong proficiency in Excel or Google Sheets, with the ability to analyze and validate payroll data
• Exceptional attention to detail and ability to manage sensitive financial information with accuracy
• Strong organizational and time-management skills, with the ability to meet strict payroll deadlines
• Clear communication skills and a collaborative approach to working with employees and cross-functional teams
• Highly proactive, dependable, and comfortable working independently in a remote environment
• Experience supporting payroll audits, process improvements, or payroll system implementations is a plus

What we offer

• Remote with a Flexible work environment.
• Own a mission-critical finance function with direct impact
• Market-competitive focused compensation structure
• Generous time away including company holidays, paid time off, sick time, parental leave, and more!
• Rich medical benefits and insurance coverage
• 3.5% 401 (k) match
• Dedicated mental health support for employees and eligible dependents
• Opportunity to be part of a category-defining start-up in a collaborative, high-impact team
• Partner cross-functionally to shape payroll strategy and systems
• Opportunity to scale processes as the company grows.

We have had an incredible run so far and laying the foundation for a culture that is fast-paced, entrepreneurial, and rooted in passion, kindness, and positivity. We live by these values – we hire by them, promote them, and celebrate them every day.

Please apply if you want to be a part of a collaborative and dynamic team with a passion for working with high-end designer brands and cutting-edge technology and want to be at the forefront of AI innovation.

Entrupy embraces a diversity of backgrounds and experiences and provides equal opportunity for all applicants and employees. We are dedicated to building a company that represents a variety of backgrounds, perspectives, and skills. We believe that the more inclusive we are, the better our work (and work environment) will be for everyone.