Join the Future of Commerce with Whatnot

• Administer medical, dental, vision, retirement, and supplemental benefits across 15+ vendors.
• Manage U.S. and international new hire enrollments, including manual enrollments for global entities.
• Support with compliance requirements (e.g., 5500 filings, audits, required notices).
• Assist with renewals and vendor implementations as well as Open Enrollment for US employees.
• Manage end-to-end leave administration for employees globally (FMLA, parental leave, state-specific leaves, international leaves).
• Coordinate top-up pay and deduction reconciliation with Payroll.
• Partner with external leave administrators (e.g., Tilt) and carriers.
• Track and manage workplace accommodations in compliance with policy and local regulations.
• Serve as the primary point of contact for escalations and sensitive employee cases.
• Maintain and troubleshoot Workday benefits configurations in partnership with People Systems team.
• Perform payroll reconciliations related to leave, deductions, and fringe benefits.
• Identify discrepancies between plan rules and system configurations; document and resolve gaps.
• Provide employees with quick and high-quality support with benefits and leave inquiries, working with internal and external partners as needed.
• Review invoices to ensure accurate and timely payments to vendors.
• Contribute to documentation and process improvements to make the employee experience smooth.
• Experience managing complex leave programs (multi-state and/or international exposure preferred).
• Strong working knowledge of U.S. benefits compliance requirements (FMLA, ERISA, ACA).
• Experience with Workday.
• Ability to reconcile payroll deductions, invoices, and benefits enrollment files.
• Strong attention to detail and decision-making abilities.