Benefits Onboarding Advocate
Posted May 22, 2026
About Gusto
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. As a core member of the Benefits Onboarding team, you’ll be responsible for setting up customers with their health benefits while providing a delightful experience. You’ll put their minds at ease by guiding them through a complex process, providing timely information, and keeping all the moving parts running smoothly. You’ll help employers get group benefits for the very first time, and then help those employers continue to make important benefits decisions on an annual basis. The Benefit Onboarding team is passionate about using innovative technology and service to elevate the health benefits experience of small business owners and their employees. Each team member is a true owner and makes a tremendous impact every day. You will use your project-management skills to streamline benefit administration with insurance carriers, drive operations and communications with third-party partners, and build the health insurance engine that will make benefits with Gusto great. Here’s what you’ll do day-to-day: