About the Team: The Unified Service Platform's mission is to create seamless connected, efficient and delightful experiences that empower our customers (internal and external) to make informed decisions and be supported throughout their journey. This team operates as a startup-within-a-startup with a high level of ownership around specific problems to solve for our customers.
The Payoffs team sits within this platform and is responsible for building and maintaining the systems that power end-of-lifecycle payroll workflows, including custom routing, intelligent automations, auto-indexing of tax documents, and end-of-year processing. We move fast, care deeply about quality, and are actively investing in AI-driven approaches to make our systems smarter and more scalable.
About the Role: Gusto is looking for an experienced Application Systems Engineering Manager to lead the design, development, and deployment of AI solutions that enhance our customer experience. In this role, you'll empower a team of 6 to architect and deliver solutions that keep Gusto's payoff workflows running reliably and intelligently.
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. Our mission is to deliver consistently exceptional Customer and Advocate experiences, at scale, across every touchpoint. The ideal candidate will have a background in artificial intelligence, and software engineering, 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 Gusto's Go To Market AI engineering team, including the recruitment, hiring, and empowerment of a world-class team
- Collaborate closely with AI Scientists and AI Product Managers to create a world where the sales motions run proactively and efficiently with AI.
- Lead your engineering team to design, develop, and deploy AI-powered applications to enhance customer and advocate experiences.
- 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
- 2+ years of engineering management experience
- 2+ years in Generative AI demonstrating the ability to leverage AI/agentic tools (e.g., Copilot, Cursor, or similar) to accelerate development
Nice to Have:- Experience with CRM platforms or third-party integrations (Salesforce, Zendesk, or similar)
- Familiarity with tax or payroll processing domains
- Prior experience working with contractor-heavy or distributed team structures
Our cash compensation amount for this role is targeted at $197,000-235,000 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.
