Gusto Logo

Gusto

Staff Software Engineer, Retirement AI

Reposted 3 Days Ago
Easy Apply
Hybrid
San Francisco, CA, USA
164K-247K Annually
Senior level
Easy Apply
Hybrid
San Francisco, CA, USA
164K-247K Annually
Senior level
Design, build, and ship production LLM-powered features for Gusto Retirement. Implement and integrate LLMs (RAG, agents, prompting, tool loops), make pragmatic architecture decisions, collaborate with product, design, and engineering, write reliable well-tested code, and drive end-to-end execution and iteration.
The summary above was generated by AI

 

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

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. 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.


About the Team:

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.


Here’s what you’ll do day-to-day:

  • 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.

Here’s what we're looking for:

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

Our cash compensation amount for this role is targeted at $187,000-$234,000 in Denver & most remote locations, and $227,000-$284,000 for San Francisco & New York. 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.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Gusto San Francisco, California, USA Office

Gusto's San Francisco office is located in a vibrant, up-and-coming area nestled between Potrero Hill and the bay. Formerly a shipbuilding hub dating back to the 1800s, this dockside area retains an industrial vibe. Gusties drive, bike, or take public transportation to our office.

Similar Jobs at Gusto

2 Hours Ago
Easy Apply
Hybrid
San Francisco, CA, USA
Easy Apply
172K-253K Annually
Senior level
172K-253K Annually
Senior level
Fintech • HR Tech
Lead UX vision and strategy across Business Money, Consumer Money, Payments, and Risk. Identify cross-team, high-impact opportunities; influence product strategy and OKRs; define AI-first financial UX; do hands-on design and prototyping; mentor designers; and evolve design system patterns to scale cohesive, trustworthy financial experiences.
5 Hours Ago
Easy Apply
Hybrid
San Francisco, CA, USA
Easy Apply
104K-155K Annually
Senior level
104K-155K Annually
Senior level
Fintech • HR Tech
Support health-insurance sales by building reports, forecasts, automations, and AI prototypes to improve pipeline health, rep productivity, and territory/quota planning. Partner cross-functionally to maintain data integrity, troubleshoot CRM issues, administer account and territory assignments, and drive process improvements and adoption.
Top Skills: Ai ToolsExcelGoogle SheetsLookerSalesforceSQLTableau
5 Hours Ago
Easy Apply
Hybrid
San Francisco, CA, USA
Easy Apply
204K-280K Annually
Expert/Leader
204K-280K Annually
Expert/Leader
Fintech • HR Tech
Lead and grow a small team of product and conversation designers to define AI-native service design for Gusto's Unified Service Platform. Own design direction, deliver high-quality prototypes, drive cross-functional strategy with PM/Eng/Data, guide end-to-end service design (journey mapping, blueprinting, handoffs), and stay hands-on for highest-leverage work while hiring and raising team AI fluency.
Top Skills: Agentic ToolsAi-Native ToolsClaude CodeCursor

What you need to know about the San Francisco Tech Scene

San Francisco and the surrounding Bay Area attracts more startup funding than any other region in the world. Home to Stanford University and UC Berkeley, leading VC firms and several of the world’s most valuable companies, the Bay Area is the place to go for anyone looking to make it big in the tech industry. That said, San Francisco has a lot to offer beyond technology thanks to a thriving art and music scene, excellent food and a short drive to several of the country’s most beautiful recreational areas.

Key Facts About San Francisco Tech

  • Number of Tech Workers: 365,500; 13.9% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Google, Apple, Salesforce, Meta
  • Key Industries: Artificial intelligence, cloud computing, fintech, consumer technology, software
  • Funding Landscape: $50.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Sequoia Capital, Andreessen Horowitz, Bessemer Venture Partners, Greylock Partners, Khosla Ventures, Kleiner Perkins
  • Research Centers and Universities: Stanford University; University of California, Berkeley; University of San Francisco; Santa Clara University; Ames Research Center; Center for AI Safety; California Institute for Regenerative Medicine

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account