Senior Benefits Associate

Your Impact on our Mission

Zocdoc's most important asset is our people. As Senior Benefits Associate, you'll play a meaningful role in making sure that every Zocdoc employee can access, understand, and rely on the benefits they need — so they can show up and do their best work helping patients get the care they deserve. You'll own the day-to-day operations of our health, retirement, and leave programs with precision and genuine care, while continuously finding ways to make our benefits experience more seamless, equitable, and exceptional. This is a role where operational excellence meets real human impact.

You'll enjoy this role if you are…

• Personally motivated by building programs and experiences that genuinely support people — you see great benefits administration as an act of care, not just compliance
• Autonomous, urgent, and creative - you genuinely love solving problems and creating lasting solutions
• Highly organized and detail-oriented — you catch data integrity issues before they become problems, and you track every open thread to closure
• Passionate about the employee experience and committed to making every benefits interaction feel personal and high-touch, not transactional
• The kind of person who builds strong, trust-based partnerships across Payroll, Finance, and external vendors — because you know that great benefits outcomes depend on great relationships
• Serious about your work, but not about yourself. You take pride in your work while remaining humble, adaptable, and approachable.

Your day to day is…

• Administering Zocdoc's employee benefit programs — medical, dental, vision, life, disability, wellness, FSAs, HSAs, COBRA, retirement, commuter, and voluntary benefits
• Serving as the primary point of contact for employees navigating benefits questions, qualifying life events, new hire enrollments, terminations, and dependent verification — delivering a high-touch experience at every step
• Administering leave of absence programs in partnership with Zocdoc's leave administrator, including FMLA, ADA, state leave programs, paid family leave, workers' compensation, and short-term disability
• Performing regular audits of benefit eligibility, payroll deductions, vendor files, invoices, and system integrations to maintain data integrity and financial accuracy
• Reconciling monthly benefit invoices and partnering with Payroll and Finance to resolve discrepancies quickly and accurately
• Supporting annual Open Enrollment from system configuration testing through employee education sessions and post-enrollment auditing
• Maintaining compliance with ERISA, ACA, COBRA, HIPAA, Section 125, Medicare reporting, and applicable federal, state, and local regulations — and supporting Form 5500 filings, nondiscrimination testing, and other annual activities
• Developing and maintaining employee-facing documentation, benefit guides, and knowledge articles that make our programs easy to understand and navigate
• Identifying opportunities to automate processes, leverage AI tools, improve reporting, and continuously elevate the overall employee experience

You'll be successful in this role if you have…

• An unrelenting desire to build more equitable, inclusive, and diverse workplaces — you view this role as an opportunity to create positive change
• Meaningful (4–6 years) of progressive benefits administration experience, ideally gained in a high-growth, fast-paced environment
• The ability to integrate generative AI tools into daily workflows to automate tasks, foster innovation, and maximize productivity
• Experience administering Leave of Absence programs, including FMLA, ADA, state leave programs, and disability benefits
• A strong working knowledge of federal and state benefits regulations — COBRA, HIPAA, FMLA, ERISA, ACA — and the confidence to interpret and apply them accurately
• A compassionate but consultative approach with employees and vendors, with the communication skills to make complex benefits topics feel accessible
• Superb attention to detail and organizational skills — you believe accurate data is the foundation of a trustworthy benefits program
• A bachelor's degree or equivalent relevant experience
• Advanced benefits and/or HR certifications (CEBS, SHRM-CP, PHR) are a plus

Benefits

• Flexible, hybrid work environment at our convenient Soho location
• Unlimited Vacation
• 100% paid employee health benefit options (including medical, dental, and vision)
• Commuter Benefits
• 401(k) with employer funded match
• Corporate wellness program with Wellhub
• Sabbatical leave (for employees with 5+ years of service)
• Competitive paid parental leave and fertility/family planning reimbursement
• Cell phone reimbursement
• Catered lunch every day along with beverages and snacks
• Employee Resource Groups and ZocClubs to promote shared community and belonging