Application Systems Engineering Manager

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 create sales motions that run proactively and efficiently with AI
• Lead 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 stakeholders to understand OKR requirements and convert them into analytical solutions
• Integrate with third-party platforms (e.g., Salesforce, Zendesk, or similar CRM/support systems)
• Drive 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 Gusto’s product vision and strategy
• Empower a team of senior engineers, architects, and potentially managers to create alignment, clarity, high morale, drive quick but informed decision making, and help them get unblocked

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

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

Compensation

• Cash compensation targeted at $197,000-235,000 for San Francisco
• All full-time employees receive competitive base pay, benefits, and equity (RSUs)