About Gusto

At Gusto, we’re on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy About the Role

As a Senior Staff Software Engineer on the Benefits Advisory team, you will spearhead the architectural evolution of Gusto’s benefits growth as we transition to an AI-native company. This is a full-stack architecture role where you will be instrumental in designing and building the foundational platform that enables customers to explore, apply for, and maintain their benefits.

Your work will focus on transforming our benefits opportunity, shopping and renewal flows, creating clear system boundaries that enable efficient reuse and increased scalability, allowing the ability to offer a wider variety of products more quickly. You will design services that continue to scale the organization while enabling novel AI-driven interfaces to deliver a delightful benefits shopping experience.

You’ll operate at the intersection of marketing, sales, and engineering. If you are passionate about building highly scalable systems that can reason, predict, and personalize to unlock Gusto Benefits’ next phase of sustainable growth, we’d love to h