Staff Software Engineer (Retirement AI)

• You’ll be a key engineer helping us ship real, user-facing AI at Gusto Retirement. This role is all about bias to action: owning problems end-to-end, getting working software in front of customers, and iterating quickly
• You’ll work closely with a small, senior team to implement language-model-powered experiences.
• We’re a small, focused AI product team building practical, high-impact experiences to help people save for retirement at Gusto Retirement
• The team is senior, collaborative, and very execution-focused—PMs bring strong ideas, and we own the execution fully. We work closely with product, design, and partner engineering teams, but keep tight ownership of our priorities and roadmap
• Design, build, and ship production features that use large language models to solve real customer problems
• Implement and integrate LLMs (prompting, tool loops, evaluation, monitoring, etc)
• Make pragmatic architecture decisions, de-risk tricky areas, and keep the work unblocked
• Partner with product and design to refine ideas, shape scope, and iterate quickly on end-to-end experiences
• Collaborate with other engineering teams to integrate with existing systems and unblock dependencies
• Write clear, reliable, well-tested code that ships quickly and scales well

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 like being hands-on, making pragmatic technical decisions, working closely with product & design partners, and turning ideas into production features, you’ll be a great fit
• Hands-on experience implementing LLM-powered features (e.g., RAG flows, agents, tool loops, workflow automation with language models, etc)
• Experienced with Ruby on Rails (or any comparable language), React (or any comparable library)
• Strong engineering skills (e.g., services, APIs, data flows); comfortable spending most of your time coding
• Clear communicator who can work well with product, design, and other engineering teams without needing a formal management title
• Bias to action: you default to trying things, iterating, and learning, rather than getting stuck in analysis or waiting for direction
• 7+ years of software engineering experience building and shipping production products or platforms
• Experience running or heavily contributing to a team’s execution: sprints, Jira, scoping, and cross-functional coordination