Staff Software Engineer (Retirement AI)

Gusto

New York, United States Posted October 4, 2026

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Remote Full-time Senior
Salary Range

$187,000 - $284,000

Job Description

Join Gusto Retirement as a Staff Software Engineer, where you'll play a crucial role in developing user-facing AI solutions to help people save for retirement. You'll work closely with a small, senior team to implement language-model-powered experiences, make pragmatic architecture decisions, and collaborate with product and design teams. This is a hands-on role for experienced software engineers with a bias to action and a passion for making a real impact.

  • 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) and make pragmatic architecture decisions.
  • Collaborate with product and design to refine ideas, shape scope, and iterate quickly on end-to-end experiences.
  • 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
Required Skills
software development Gusto collaboration LLM prompt engineering RAG agents Ruby Rails React Jira cross-functional collaboration
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