Senior Benefits & Leave Analyst

3M HEALTHCARE; New York (NY); On-site; USD 107,000 - 139,000; Full time

Benefits offered by this job

Equity Package

Annual Performance Bonus

Comprehensive Benefits Package

Job summary

Etsy, Inc. is seeking a Senior Benefits & Leave Analyst to join their team in New York. In this full-time role, you will manage benefits administration across multiple regions while collaborating with various departments to enhance employee experience. Expectations include 4+ years in benefits management, Workday configuration experience, and strong compliance knowledge. You will also be eligible for a competitive salary, equity package, and other comprehensive benefits. The position requires occasional office presence in Brooklyn.

Qualifications

• 4+ years in benefits and/or leave with global exposure.
• Experience in Workday Benefits configuration.
• Strong understanding of US benefits compliance.
• Customer-service mindset and analytical skills.
• Experience working with sensitive employee data.

Responsibilities

• Manage core benefits administration and compliance filings.
• Optimize and automate process flows in Workday Benefits.
• Ensure data integrity using tools like Zendesk and Sheets.
• Manage complex benefits and leave cases with clarity.
• Collaborate with cross-functional partners regularly.

Skills

Benefits and Leave Management

Workday Benefits Configuration

US Compliance (ACA, ERISA, HIPAA)

Customer Service Mindset

Analytical Proficiency

Tools

Workday

Zendesk

Coupa

Google Sheets

Job description

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?

• Manage core benefits administration (e.g., open enrollment, leave, COBRA) and compliance filings.

• Maintain the compliance calendar and monitor US and international legislative changes (e.g., paid family leave, ACA, retirement).

• Optimize and automate process flows, including configuring and improving Workday Benefits business processes, integrations, and reports with People Systems.

• Ensure data integrity and visibility using tools like Zendesk, Coupa, and Sheets, and resolve discrepancies in carrier files.

• Manage complex and sensitive benefits and leave cases with warmth, clarity, and follow-through.

• Improve employee self-service content/intake flows and lead employee wellness programming and education initiatives.

• Serve as the day-to-day vendor and broker contact, managing SLAs, utilization/cost trends, QBRs, RFPs, contract renewals, and invoice processing.

• Collaborate regularly with cross-functional partners: People Partners, Payroll, Legal, Finance, and People Systems.

• 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:

• 4+ years in benefits and/or leave, with global exposure and a track record of running defined processes consistently and improving them over time.

• Hands‑on Workday Benefits configuration experience—comfortable with business processes, reporting, troubleshooting, and UAT.

• Strong understanding of US benefits and leave compliance, including ACA, ERISA, HIPAA, COBRA, FMLA, and state and local leave laws.

• 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.

• Analytical proficiency and clear writing— you can build a clean model in Sheets and write a benefits FAQ an employee actually understands.

• Sound judgment with sensitive employee data, and the instinct to know when to escalation.

• Experience supporting QBRs, tracking vendor SLAs, and working across People, Payroll, Legal, and Finance.

Preferred Qualifications

• Global benefits experience in the regions we operate in: Ireland, UK, Canada, India, and Mexico.

• Background supporting benefits in a high-growth technology company.

• CEBS, CBP, or a similar credential.

• Spanish language proficiency.

EEO Statement

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.