Job Description
Whatnot is the largest livestream shopping platform in North America and Europe to buy sell and discover the things you love. Whether it's trading cards fashion electronics or live plants our sellers are building real businesses across hundreds of categories. We're building live commerce at a scale that's never been done in the West and there's no playbook to copy. The people here are shaping how an entirely new industry develops.
As a remote co-located team we're inspired by our values and anchored in hubs across the US UK Ireland Poland Germany and Australia. We move fast stay close to our users and focus on the work that drives the most impact.
We're one of the fastest growing marketplaces and were recently named the #1 Best Startup Employer in America by Forbes. Check out the latest Whatnot updates on our news and engineering blogs and join us as we enable anyone to turn their passion into a business and bring people together through commerce.
💻 RoleBenefits Administration
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.
Leave of Absence & Accommodations
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.
Systems Payroll & Reporting
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.
Employee & Cross-Functional Support
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.
We offer flexibility to work from home or from one of our global office hubs and we value in-person time for planning problem-solving and connection. Team members in this role must live within commuting distance of our New York Los Angeles San Francisco or Seattle hubs.
👋 YouPeople who do well at Whatnot tend to be comfortable figuring things out as they go biased toward action and genuinely curious about what they're building. They care more about outcomes than credit and stay close to the product and the people using it.
As our next Benefits Analyst you should have 4+ years of experience in employee benefits administration plus:
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.
Whatnot is proud to be an Equal Opportunity Employer. We value diversity and we do not discriminate on the basis of race religion color national origin gender sexual orientation age marital status veteran status parental status disability status or any other status protected by local law. We believe that our work is better and our company culture is improved when we encourage support and respect the different skills and experiences represented within our workforce.
Top Skills
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What We Do
We bring people together around the things they love and turn their passions into their livelihood.
Why Work With Us
Passion is the centerpiece of our culture. We’ve got passionate buyers sellers and employees. We want you to bring your passions to Whatnot.
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Whatnot Offices
Remote Workspace
Employees work remotely.
Our “office optional” policy lets you work where you’re most productive. With options of working from home in person or a mix of both. We have office hubs within the US UK Ireland Poland and Germany today.
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Date Posted
04/11/2026
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