Application Systems Engineering Manager
Gusto is a payroll and HR platform that helps small businesses pay domestic and international employees, manage benefits, and automate compliance.
Projects
About Gusto
Gusto serves small and mid-sized businesses with payroll processing, employee benefits administration, and HR tools in one platform. Users can run payroll, manage health insurance, hire globally, and pay international contractors in local currency or USDC stablecoins. The platform automates payroll tax filings across multiple states and integrates with tools like QuickBooks and Xero.
Skills
About the Role
You will lead the design, development, and deployment of AI solutions that enhance the customer experience. You will empower a team of 6 engineers to architect and deliver solutions that keep payoff workflows running reliably and intelligently. You will serve as a key technical voice, mentor engineers, and actively leverage AI and agentic tools to accelerate delivery. You will collaborate with AI Scientists and AI Product Managers, work cross-functionally with engineering, product, design, and stakeholders, use data to identify insights and operational efficiencies, convert OKR requirements into analytical solutions, integrate with third-party platforms such as Salesforce and Zendesk, and iterate through prototyping and frequent product launches.
Requirements
- 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
- Experience with CRM platforms or third-party integrations (Salesforce, Zendesk, or similar) is a plus
- Familiarity with tax or payroll processing domains is a plus
- Prior experience working with contractor-heavy or distributed team structures is a plus
Responsibilities
- Lead Gusto's Go To Market AI engineering team, including recruitment, hiring, and empowerment of a world-class team
- Collaborate closely with AI Scientists and AI Product Managers to make sales motions run proactively and efficiently with AI
- Lead the engineering team to design, develop, and deploy AI-powered applications to enhance customer and advocate experiences
- Work cross-functionally with engineering, product, design, and stakeholder teams to advance customer service solutions
- Leverage data to identify key insights, create operational efficiencies, and produce analysis to drive business decisions
- Meet with business and engineering stakeholders to understand OKR requirements and convert them into analytical solutions
- Integrate with third-party platforms such as Salesforce, Zendesk, or similar CRM/support systems
- Drive the development of product and core platform in a fast paced, start-up environment
- Provide technical leadership in defining product and platform solutions
- Understand customer pain points, devise solutions, and iterate through prototyping and frequent product launches
- Work cross-functionally with design and product management leadership to build and drive product vision and strategy
- Empower a team of senior engineers, architects, and managers to create alignment, clarity, and high morale
Benefits
- Competitive base pay
- Equity (RSUs)
- Health insurance
- 401(k)
