Benefits Engineering Manager

Gusto, Inc.•San Francisco, CA

12h•$223,000 - $251,000•Hybrid

About The Position

Gusto is looking for an experienced Engineering Manager to lead the design, development, and deployment of solutions that enhance customer experience within the Benefits group. This role involves empowering a team of engineers and contractors to architect and deliver solutions that support customer service commitments. The manager will be a key technical voice, focusing on how to build, mentor engineers, and leverage AI and agentic tools to accelerate delivery. A background in integrating artificial intelligence into legacy systems and applying these technologies to improve customer interactions and satisfaction is ideal. The role also involves being a change agent in how Gusto utilizes AI to better serve customers.

Requirements

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 Haves

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

Responsibilities

Lead your 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 lead various initiatives to advance our customer service solutions.
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.
Drive the development of product and core platform in a fast-paced, start-up environment.
Provide 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.
Empower 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.