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:
We're looking for seasoned full-stack software engineers to join the teams behind Gusto's AI product platforms — the shared systems that our product teams build upon — to serve small business owners every day.
As a Staff Software Engineer, you'll operate across the full lifecycle of foundational systems: deliver production AI agent systems — multi-agent orchestration, tool/workflow registries, agent-to-agent handoffs, human-in-the-loop escalation, and long-running conversation state, shaping architecture early in the design process, building self-service internal features and APIs, and owning their performance long after launch. That means engineering the core business engine, enabling product teams with reliable backend services, and setting the engineering standard for those around you.
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!
Here’s what you’ll do day-to-day:
- Design and maintain evaluation frameworks across offline and online environments — including golden datasets, LLM-as-judge pipelines, and production replay — while establishing regression gates and end-to-end observability and tracing for agent runs
- Design, build, and test Gusto core platform services – communications, reporting, dashboards, access, workflows, risk, payments, and compliance capabilities, among others
- 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 Engineering, Product Management, Data, and Design teams to understand customer pain points, come up with solutions, and then prototype, iterate, and launch daily
- Build platforms that engineering teams rely on, and trust to deliver products that our customers genuinely love
Here’s what we're looking for:
- Successful applicants typically have 8+ years of software development experience
- Hands-on experience taking AI/LLM capabilities to production — agent orchestration, tool integration, retrieval, and evaluation/feedback loops that keep AI improving safely
- AI fluency: fluent, daily use of AI coding assistants (e.g., Claude Code, or equivalent AI harness) across the development lifecycle — writing, reviewing, debugging,
- and documenting code — with strong judgment on when to apply them, how to evaluate output quality, and how to stay current as the tooling evolves
- Passion for creating scalable, efficient platforms for users
- Curiosity and experimentation with emerging AI frameworks, applying and sharing best practices to evaluate and scale AI use safely across teams
Others:
- Experience in, or interest working in, Ruby on Rails
- Appreciation for a collaborative, test-driven environment
- Ability to build well-structured, maintainable, well-documented code
- Ability to effectively communicate across engineering teams and with business stakeholders
Do you prefer heavy feature development instead? Check out our Staff Software Engineer, Core Products job listing.
Please note that a two day travel to a Gusto office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.
Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 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 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.
Skills Required
- 8+ years of software development experience
- Experience working with Ruby on Rails
- Experience leveraging AI tools or systems
- Ability to mentor other engineers
- Experience owning multi-quarter projects
What the Team is Saying
Gusto Compensation & Benefits Highlights
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Healthcare Strength — Health coverage is described as robust and inclusive, with multiple plan choices, relatively low employee premiums for some plans, and offerings like mental-health support and gender‑affirming care. Coverage extends to dependents and is consistently portrayed as a strong part of the package.
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Leave & Time Off Breadth — Time away includes paid vacation, sick leave, holidays, bereavement, various paid leaves, and sabbaticals, with some roles using flexible or unlimited PTO. Usage of multiple weeks off annually is described for certain teams, reinforcing the breadth in practice.
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Parental & Family Support — Family-forming benefits such as fertility support and adoption assistance, alongside robust parental leave, are highlighted. Inclusive care elements and supportive resources around family needs are emphasized as part of the core offering.
Gusto Insights
What We Do
Gusto is a modern, online small business platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses. 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.
Why Work With Us
We help small businesses—the backbone of the economy—thrive. Everything we do ladders up to empowering entrepreneurs and supporting their teams. Gusto empowers builders at every level to take initiative and make things better. You'll be solving meaningful challenges that shape the future of work.
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Gusto Teams
Gusto Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We’ve built an inclusive, connected culture—no matter where you live. Whether near an office or remote, you’ll find opportunities to connect, grow, and belong. Employees work from the office on 2 designated days per week.
