Staff Software Engineer (Benefit Renewals)

• We’re looking for a full-stack software engineer to join the Benefits Renewals team!
• Each year, customers need to review and update their benefits
• This team powers the workflows that guide employers and employees through the renewal process, helping them stay compliant and retain the coverage that works best for them
• As a Staff Software Engineer, you’ll operate across the full product lifecycle: shaping features from early spec and design through to launch and long-term iteration
• That means writing clean frontend code, designing and building reliable backend APIs, influencing product direction, and taking ownership of what happens after a feature ships
• Design, build, and test products in Benefits. Improve the user experience when renewing benefits, for both our external and internal customers. Automate the complex manual processes in health insurance to reduce errors and save time
• Mentor other engineers to help solve some of the hardest technical problems out there in very complex domains and at a large scale
• Help scale one of the largest Ruby/Rails and Javascript/React applications in the world
• Collaborate with our Product Management, Data, Design, and Platform Engineering teams to understand customer pain points, come up with solutions, and then prototype, iterate, and launch daily
• Build products that our customers genuinely love

Benefits

• Gender-affirming care and support
• Family care and support, including family planning and fertility benefits
• A variety of mental health resources
• Medical, dental, and vision insurance for employees and dependents
• Free meals and refreshments at the office (conversation and community is an added bonus!)
• Paid vacation, sick time, bereavement, and holidays, paid leaves, sabbatical, and more- If you’re drawn to work that combines technical craft with real-world impact — helping power the livelihoods of millions using Gusto products — join us!
• Experience with implementing A/B tests or experimentation
• Appreciation for a collaborative, test-driven environment
• Ability to mentor engineers to maximize their performance and impact
• Successful applicants typically have 8+ years of software development experience
• Curiosity and experimentation with emerging AI frameworks, applying and sharing best practices to evaluate and scale AI use safely across teams
• Experience leveraging AI tools or systems to accelerate development, improve testing, and deliver new product capabilities
• Experience in, or interest working in, Ruby on Rails
• Ability to effectively communicate across engineering teams and with business stakeholders
• Ability to build well-structured, maintainable, well-documented code
• Experience owning multi-quarter projects that solve complex engineering problems and make measurable customer impact at scale
• Experience driving large, cross-functional projects end-to-end through ambiguity — scoping, sequencing, and unblocking without needing the problem pre-broken-down; aligning multiple stakeholders and working with multiple teams