Senior Staff Software Engineer, Integrated Benefits Platform

Successful applicants will typically have 10+ years of software engineering experience building and supporting production software systems.

Significant experience designing and evolving complex backend systems, including deep experience in Ruby on Rails–based environments.

Demonstrated ability to own architectural decisions within a product domain and influence technical direction across teams.

Experience building or contributing to platform capabilities or shared systems depended on by multiple teams.

Strong foundation in system design, data modeling, and working with complex, interconnected production systems.

Comfort operating in ambiguous problem spaces and leading technical decision-making through uncertainty.

Our cash compensation amount for this role is targeted at $223,000/yr to $265,000/yr for both San Francisco & New York locations. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

As a

Senior Staff Software Engineer

on the Integrated Benefits team, you will own and evolve key architectural areas within the Integrated Benefits platform. You will drive architectural improvements that increase system scalability, extensibility, and resilience while shaping the future of Gusto’s Benefits ecosystem.

This role operates with high autonomy and scope. You will make and influence architectural decisions within your domain, partner across teams to align on technical direction, and guide systems through complex transitions. Success in this role requires comfort navigating ambiguity, leading through influence rather than authority, and balancing immediate delivery with long-term platform health.

Your work will have durable impact across the Benefits organization and will shape how teams build, integrate, and evolve benefits products at Gusto.

The Integrated Benefits (IB) team sits within Gusto’s broader Benefits organization and owns some of the most technically complex areas of the platform. The team enables customers to work with external brokers while seamlessly managing benefits through Gusto, including the development and evolution of Voluntary Life and Disability (vLiDi) products.

Our work spans deeply interconnected systems, external integrations, and regulated domains. As Gusto continues its transition toward AI-native systems, the Integrated Benefits team plays a critical role in modernizing platform foundations and enabling intelligent, scalable product experiences.