Job Description
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 500000 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:
Come be part of the Benefits group and help small and medium sized businesses make the right choice for themselves and their employees! We have an exciting opportunity for an experienced Engineering Manager to empower part of our BenAdmin team.
As a key member of Gusto’ Benefits leadership team your role will encompass building a dynamic team and contributing to build a thriving business. You will also be responsible for working collaboratively with other cross-functional teams and leaders to build a suite of products that will be adored by our customers while setting industry benchmarks.
If you are a customer-centric builder who thrives on making a substantial impact within a high-growth organization we would be thrilled to hear from you!
About the Role:
Gusto Benefits is looking for an experienced Engineering Manager to lead the design development and deployment of solutions that enhance our customer experience. In this role you'll empower a team of Gusties and contractors to architect and deliver solutions that help our CX team deliver on the commitments we’ve made to our customers.
You'll be a key technical voice on the team helping define how we build mentor engineers around you and actively leverage AI and agentic tools to accelerate delivery. The ideal candidate will have a background in integrating artificial intelligence into legacy systems with proven expertise in applying these technologies to improve customer interactions and satisfaction. Be a change agent on how Gusto leverages AI to better serve customers.
Here’s what you’ll do day-to-day:
- Lead your engineering team to design develop and deploy AI-powered applications to enhance customer and advocate experiences.
- Strategic thinking - challenge norms and ask questions!
- You will work cross-functionally with engineering product design and stakeholder teams to lead various initiatives to advance our customer service solutions
- You will leverage our data to identify key insights and create operational efficiencies as well as produce accurate and meaningful analysis to drive business decisions
- Meet with stakeholders from business and engineering to understand OKR requirements and convert them into analytical solutions
- Integrate with third-party platforms (e.g. Salesforce Zendesk or similar CRM/support systems) where applicable
- Responsible for driving the development of product and core platform in a fast paced start-up environment
- Providing technical leadership in defining the product and platform solutions
- Understand customer pain points devise solutions and then iterate through prototyping and frequent successful product launches.
- Work cross functionally with design leadership and product management leadership to build and drive Gusto’s product vision and strategy
- Empowering a team of senior engineers architects and potentially managers to create alignment clarity high morale driving quick but informed decision making and helping them get unblocked
Here’s what we’re looking for:
- 10+ years of total relevant technical experience
- 3+ years of engineering management experience
- 2+ years in Generative AI demonstrating the ability to leverage AI/agentic tools (e.g. Cursor Claude or similar) to accelerate development
Nice to Have:
- Experience with CRM platforms or third-party integrations (Salesforce Zendesk or similar)
- Familiarity with Robotic Process Automation (RPA’s)
- Prior experience working with contractor-heavy or distributed team structures
Our cash compensation amount for this role is targeted at $223000-251000 for San Francisco. Final offer amounts are determined by multiple factors including candidate experience level 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
- 10+ years of total relevant technical experience
- 3+ years of engineering management experience
- 2+ years in Generative AI
What the Team is Saying
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 400000 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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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.
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Date Posted
05/30/2026
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