
Keep commerce human.
Senior Benefits & Leave Analyst at Etsy
About the role
Company Description
Etsy is the global marketplace for unique and creative goods. We build, power, and evolve the tools and technologies that connect millions of entrepreneurs with millions of buyers around the world. As an Etsy Inc. employee, whether a team member of Etsy or Depop, you will tackle unique, meaningful, and large-scale problems alongside passionate coworkers, all the while making a rewarding impact and Keeping Commerce Human.
Salary Range:
$107,000.00 - $139,000.00
What’s the role?
We're looking for a Senior Benefits & Leave Analyst who cares deeply about both the details and the people behind them. You'll be a key individual contributor on a small, high-impact team owning benefits and leave work in roughly equal measure, with global scope across the US, Ireland, UK, Canada, India, and Mexico.
This is a full-time position reporting to the Senior Manager, Global Benefits. In addition to salary, you will also be eligible for an equity package, an annual performance bonus, and our competitive benefits that support you and your family as part of your total rewards package at Etsy.
This role requires your presence in Etsy’s Brooklyn Office once or twice per week depending on your proximity to the office. Candidates living within commutable distance of Etsy’s Brooklyn Office Hub may be the first to be considered. Learn more details about our work modes and workplace safety policies here.
What’s this team like at Etsy?
Our People + Workplace team exists to make Etsy a place where employees can do the best work of their careers. The Global Benefits team is a small group of people who genuinely care about how employees experience the moments that matter. We manage health, leave, retirement and wellbeing programs across six countries, partnering closely with HR Business Partners, Payroll, Legal, People Systems, Employee Relations and Finance to keep things running and to make our programs better year over year. We're a small team with a big remit, which means everyone gets meaningful work and a real say in how we do it.
What does the day-to-day look like?
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Manage core benefits administration (e.g., open enrollment, leave, COBRA) and compliance filings.
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Maintain the compliance calendar and monitor US and international legislative changes (e.g., paid family leave, ACA, retirement).
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Optimize and automate process flows, including configuring and improving Workday Benefits business processes, integrations, and reports with People Systems.
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Ensure data integrity and visibility using tools like Zendesk, Coupa, and Sheets, and resolve discrepancies in carrier files.
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Manage complex and sensitive benefits and leave cases with warmth, clarity, and follow-through.
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Improve employee self-service content/intake flows and lead employee wellness programming and education initiatives.
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Serve as the day-to-day vendor and broker contact, managing SLAs, utilization/cost trends, QBRs, RFPs, contract renewals, and invoice processing.
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Collaborate regularly with cross-functional partners: People Partners, Payroll, Legal, Finance, and People Systems.
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Of course, this is just a sample of the kinds of work this role will require! You should assume that your role will encompass other tasks, too, and that your job duties and responsibilities may change from time to time at Etsy's discretion, or otherwise applicable with local law.
Qualities that will help you thrive in this role are:
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4+ years in benefits and/or leave, with global exposure and a track record of running defined processes consistently and improving them over time
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Hands-on Workday Benefits configuration experience — comfortable with business processes, reporting, troubleshooting, and UAT
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Strong understanding of US benefits and leave compliance, including ACA, ERISA, HIPAA, COBRA, FMLA, and state and local leave laws
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A customer-service mindset — you treat every employee interaction as a moment that matters, you're adaptable without being reactive, and you always close the loop
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Analytical proficiency and clear writing — you can build a clean model in Sheets and write a benefits FAQ an employee actually understands
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Sound judgment with sensitive employee data, and the instinct to know when to escalate
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Experience supporting QBRs, tracking vendor SLAs, and working across People, Payroll, Legal, and Finance
Preferred Qualifications
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Global benefits experience in the regions we operate in: Ireland, UK, Canada, India, and Mexico
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Background supporting benefits in a high-growth technology company
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CEBS, CBP, or a similar credential
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Spanish language proficiency
Additional Information
What's Next
If you're interested in joining the team at Etsy, please share your resume with us and feel free to include a cover letter if you'd like. As we hope you've seen already, Etsy is a place that values individuality and variety. We don't want you to be like everyone else -- we want you to be like you! So tell us what you're all about.
Our Promise
At Etsy, we believe that a diverse, equitable and inclusive workplace furthers relevance, resilience, and longevity. We encourage people from all backgrounds, ages, abilities, and experiences to apply. Etsy is proud to be an equal opportunity workplace. We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status, or any other characteristic protected by applicable law. If, due to a disability, you need an accommodation during any part of the application or interview process, please let your recruiter know. While Etsy supports visa sponsorship, sponsorship opportunities may be limited to certain roles and skills.
Required skills
Benefits administration
Leave management
HR operations
Compliance
Employee support
Data analysis
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About Etsy

Etsy
PublicEtsy, Inc. is an American e-commerce company focused on handmade or vintage items and craft supplies. Its marketplace includes categories such as jewelry, apparel, home decor, furniture, toys, and art. Items described as vintage must be at least 20 years old.
1,001-5,000
Employees
Brooklyn
Headquarters
$3.5B
Valuation
Reviews
10 reviews
4.1
10 reviews
Work-life balance
3.8
Compensation
2.8
Culture
4.2
Career
3.2
Management
2.5
75%
Recommend to a friend
Pros
Flexible hours and remote work options
Great team and collaborative atmosphere
Creative and innovative work environment
Cons
High workload and overwhelming demands
Poor management and lack of direction
Limited career advancement opportunities
Salary Ranges
339 data points
Mid/L4
Senior/L5
Mid/L4 · Program Manager
29 reports
$171,166
total per year
Base
$133,670
Stock
$23,079
Bonus
$14,417
$112,072
$266,434
Interview experience
1 interviews
Difficulty
4.0
/ 5
Duration
14-28 weeks
Experience
Positive 0%
Neutral 0%
Negative 100%
Interview process
1
Application Review
2
Recruiter Screen
3
Technical Phone Screen
4
Onsite/Virtual Interviews
5
Team Matching
6
Offer
Common questions
Coding/Algorithm
System Design
Behavioral/STAR
Technical Knowledge
Latest updates
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