Benefits Analyst, Whatnot
6 Months Contract
$45 – $53 per hour
Live stream platform & marketplace
Be an early applicant
Live stream platform & marketplace
1001+ employees
Be an early applicant
$45 – $53 per hour
1001+ employees
Company mission
To enable anyone to turn their passion into a business and bring people together through commerce.
Role
Who you are
- People 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
What the job involves
- 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
Our take
Live shopping is changing the way people engage with eCommerce and Whatnot is one of the key platforms driving this shift. The company operates across the US, UK, and Europe, where millions of people connect each day to buy, sell, and build communities around shared interests.
Founded in 2019, Whatnot allows real-time auctions where buyers can watch sellers showcase products and share their expertise, creating a more interactive and personal shopper experience. Sellers include individual creators and small businesses who use live shows to reach audiences and grow their online presence.
As of 2025, the company reports over $6B in sales, with sellers earning significantly more on average than other major marketplaces. And with a range of investor support, Whatnot is committed to developing new ways to make online shopping more social and community-driven.
Steph
Company Specialist at Welcome to the Jungle
Meet the team
Jon Malkemus, VP Product Design
Insights
54% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Oct 2025
$225m
SERIES F
Jan 2025
$265m
SERIES E
Total funding: $974.2m
Company benefits
- Wellness: Health, dental, vision, and life insurance plans. We also cover some of the cost for your dependents as well.
- Compensation: Generous compensation, including a competitive base salary and equity. Whatnot offers monthly reimbursement for internet and phone costs, along with a one-time home office set-up allowance. Whatnot offers a pension plan and matches employee contributions of up to 4% of the employee’s base salary.
- Recharge: Whatnot gives you the freedom to take time off as you see fit. And, we take company-wide Winter and Summer breaks so we can recharge. Whatnot provides a monthly allowance for wellness expenses. We know that to take care of our customers, we have to take care of ourselves. Supplemental health and life insurance coverage comes standard at Whatnot. 16 weeks of paid parental leave, and an additional one-month gradual return-to-work period.* Plus an additional childcare allowance, and a lifetime allowance for family planning, including adoption and fertility expenses. *The leave allowances provided by Whatnot may be dictated / informed by your country’s legal requirements,
- Flexibility: As a remote co-located team, we’re inspired by innovation and anchored in our values. With hubs in the US, UK, Germany, Ireland, and Poland, we’re building the future of online marketplaces –together.
Company values
- Always listen to customers
- Move uncomfortably fast
- Prioritize impact ruthlessly
- Own everything and nothing
- Set crazy goals
- Provide extreme transparency
- Optimize for the upside
- Team over ego
- Figure it out
- Deeply understand why
- Have fun & be kind
Company HQ
Venice, Los Angeles, CA
Articles
Leadership
Grant LaFontaine
(Co-Founder & CEO)Former Product Marketing Manager at Google, Project Manager at Facebook. Also co-founded Kit.
Logan Head
(Co-Founder & CTO)Experience in Engineering, including at Maker's Row, Factr, and Flight Club. Former Senior Product Manager at GOAT.
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