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:
As a Staff Engineer on the Developer Productivity - AI Developer Tools team, you will be the architectural anchor shaping the AI platform that accelerates engineering across Gusto. You will redefine how our entire engineering organization builds, tests, and ships software by architecting a highly secure, context-aware, "AI-native" development lifecycle.
Your mission is to eliminate developer friction through AI tools, multi-agent systems, and intelligent automation. Whether you are building bespoke internal coding assistants, automating sprawling codebase refactors, or deploying AI to self-heal CI/CD pipelines, your work will directly multiply the velocity of hundreds of builders. Help us drive developer productivity by building the next generation of AI tools.
About the Team:
The AI Developer Tools team is a specialized team within Developer Productivity. We believe AI is the next great leap in software craftsmanship. Our goal is to provide every builder at Gusto with a suite of "superpowers" tools that deeply understand our codebase and absorb operational toil so engineers can focus on creative problem-solving. We treat our fellow engineers as our primary customers, prioritizing developer experiences that are not just powerful, but absolutely delightful to use.
Here’s what you’ll do day-to-day:
- Architect AI Core Infrastructure: Design, scale, and maintain the internal platform and APIs that integrate LLMs into the developer workflow, with a heavy focus on autonomous agents, custom retrieval-augmented generation (RAG), and smart context-delivery systems.
- Drive Technical Leadership & Vision: Establish engineering best practices for building with AI at Gusto, including robust evaluation frameworks (evals), guardrails for code safety, and strategies for optimizing model latency and token spend.
- Collaborate & Evangelize: Partner closely with product engineering teams to uncover systemic friction points, and collaborate with core Infrastructure and Security teams to ensure all AI tooling is scalable, compliant, and secure.
- Optimize Feedback Loops: Identify and eliminate critical bottlenecks in the local-to-production lifecycle at scale across Gusto.
- Maintain Enterprise Reliability: Treat AI infrastructure with production-grade rigor. Monitor system health, diagnose complex integration or networking issues, and mitigate model drift or downtime.
Here’s what we're looking for:
- 8+ Years of Systems Expertise: You are a seasoned engineer who is highly comfortable navigating massive, complex codebases and delivering production-grade, distributed software.
- Production AI Experience: You have a proven track record of moving AI beyond prototypes. You possess a deep understanding of prompt engineering, fine-tuning, RAG architectures, and orchestrating multi-agent workflows.
- Developer-First Mindset: You are passionate about Developer Experience and Productivity. You intuitively understand what makes an internal tool frictionless, fast, and empowering for other engineers.
- Strategic Execution: You don't just build wrappers; you think deeply about data privacy, security, cost management, and systemic reliability when deploying AI solutions.
- Exceptional Communication: You can seamlessly translate bleeding-edge AI capabilities into clear, actionable infrastructure strategies, mentoring junior engineers and aligning cross-functional stakeholders along the way.
- Working as a Team: You work across team boundaries and bring other teams and groups along with you towards our strategic vision.
Our cash compensation amount for this role is targeted at $180,000/yr to $200,000/yr in Denver & most remote locations, $220,000/yr to $245,000/yr for San Francisco, New York & Seattle. 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.
Skills Required
- 8+ years of systems engineering experience delivering production-grade distributed software
- Proven production AI experience including prompt engineering, fine-tuning, RAG architectures, and multi-agent workflows
- Experience architecting AI infrastructure, LLM integration, custom retrieval and context-delivery systems, and autonomous agents
- Deep familiarity with CI/CD, monitoring, diagnosing complex integration/network issues, and mitigating model drift or downtime
- Experience building evaluation frameworks (evals), guardrails for code safety, and optimizing model latency and token spend
- Strong communication, cross-functional collaboration, and mentoring skills to align stakeholders and lead technical vision
- Focus on developer experience and delivering frictionless internal tooling for large engineering organizations
- Considerations for data privacy, security, and cost management when deploying AI solutions
What the Team is Saying
Gusto Compensation & Benefits Highlights
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Healthcare Strength — Comprehensive medical, dental, and vision coverage is highlighted, alongside mental-health resources, family planning and fertility support, gender-affirming care, and abortion travel assistance. Availability of HSAs/FSAs and integrated care elements further reinforce the health pillar.
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Parental & Family Support — Robust parental leave, adoption assistance, childcare benefits, and a structured return-to-work program are emphasized. Additional supports like sleep coaching and house cleaning for new parents broaden this safety net.
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Leave & Time Off Breadth — Paid vacation, sick time, bereavement leave, holidays, and sabbaticals are part of the package. A flexible PTO approach is also described, encouraging time away as needed.
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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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.
