Gusto, Inc.
Fintech & PaymentsDirect Greenhouse career site

Staff Software Engineer, Retirement AI

Pay
$187,000 – $284,000 per year
Location
Denver, CO
Job type
Full-time
Level
Director
Experience
7+ years
Listed
31 days ago

Skills & highlights for this role

  • Ruby on Rails
  • React
  • LLM-powered features
  • RAG
  • AI agents

Also useful

  • Jira

Stated benefits & perks

  • Health
  • 401k match
  • Equity

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.

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).

Additional information

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.

At Gusto, we don't use titles the traditional way, as a signal of rank or hierarchy. Instead, our titles describe two things at once - your craft (what you do, e.g. Engineering, Design) and your scope of ownership (what you're accountable for) - which is why you'll see something like "Head of X" instead of a rank word like "Director" that tells you neither.

Because of this, the title on this posting may look different from what you'd expect based on the scope and seniority of the role, and from how similar roles are typically titled elsewhere. If you have questions about how this role compares to your current title or level, your recruiter can help translate.

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.

Reliable, consistent presence: We expect regular and predictable attendance, whether you're working in-office, hybrid, or fully remote, so that you stay closely connected to your team, customers, and stakeholders in real time and ensure colleagues and customers receive the timely support and responsiveness they deserve.

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 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.

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 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.

Read the original posting

From Gusto, Inc.'s careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

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Common questions

What is the salary for the Staff Software Engineer, Retirement AI role at Gusto, Inc.?

The Staff Software Engineer, Retirement AI posting at Gusto, Inc. states compensation of $187,000 – $284,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Gusto, Inc.'s official career site.

Where is the Staff Software Engineer, Retirement AI job at Gusto, Inc. located?

This Staff Software Engineer, Retirement AI position at Gusto, Inc. is located in Denver, CO. Always check Gusto, Inc.'s application page for specific state eligibility or relocation policies.

What qualifications are required for Staff Software Engineer, Retirement AI at Gusto, Inc.?

For the Staff Software Engineer, Retirement AI role, Gusto, Inc. highlights 7+ years of relevant experience; experience with Ruby on Rails, React, LLM-powered features, RAG, AI agents. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Staff Software Engineer, Retirement AI position at Gusto, Inc.?

This listing links directly to Gusto, Inc.'s Greenhouse application page. You can apply directly on Gusto, Inc.'s site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.