Senior Benefits Associate

Healthcare should work for patients, but it doesn’t. In their time of need, they call down outdated insurance directories. Then wait on hold. Then wait weeks for the privilege of a visit. Then wait in a room solely designed for waiting. Then wait for a surprise bill. In any other consumer industry, the companies delivering such a poor customer experience would not survive. But in healthcare, patients lack market power. Which means they are expected to accept the unacceptable.

Zocdoc’s mission is to give power to the patient. To do that, we’ve built the leading healthcare marketplace that makes it easy to find and book in-person or virtual care in all 50 states, across +200 specialties and +12k insurance plans. By giving patients the ability to see and choose, we give them power. In doing so, we can make healthcare work like every other consumer sector, where businesses compete for customers, not the other way around. In time, this will drive quality up and prices down. 

We’re 18 years old and the leader in our space, but we are still just getting started. If you like solving important, complex problems alongside deeply thoughtful, driven, and collaborative teammates, read on.

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.

• 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.

• 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

• 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