Senior Engineering Manager, Growth (Onboarding & Activation)
About The Position
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy . About the Role: As Gusto transitions to an AI-native company, this role will help shape how intelligence is embedded across our Growth platform — from acquisition to onboarding to expansion. You’ll lead engineering efforts that make our systems adaptive, data-driven, and intelligent by design. This means building not only for scale and reliability, but for learning and continuous optimization — where every part of the funnel can reason, predict, and personalize. You’ll operate at the intersection of Growth systems, AI capabilities, and platform evolution to help unlock Gusto’s next phase of sustainable revenue growth. About the Team: The Onboarding & Activation team accelerates Gusto’s revenue growth by designing, innovating, and experimenting with the most critical acquisition paths – the customer onboarding experience. We’re obsessed with building the most customer-centric experience that not only helps customers get across the finish line of payroll setup (ie. Conversion), but also ensuring awareness and setup of other products (ie. Activation) that the customer needs. We’re in an exciting phase of reimagining our onboarding experience, evolving it from a single-product focused journey to a multi-product onboarding experience.Our focus is shifting from deterministic user journeys to intelligent growth systems — ones that understand intent, tailor experiences, and continuously improve through data and feedback. We’re looking for a strategic and motivated engineering leader to empower and scale the Onboarding & Activation team that is building Gusto’s next big thing!
Requirements
- 12+ years of professional software development experience
- 5+ years of engineering management experience, preferably revenue-driving teams
- Product engineering teams or Growth teams
- Experience managing multiple teams, and managing EMs
- Curiosity and ability to operate in an AI-native environment — integrating intelligence, automation, and experimentation into how we grow the business.
- Experience in highly cross-functional environments for highly complex products.
- Experience in scaling Engineering organizations.
Nice To Haves
- Experience building and maintaining onboarding experiences and package recommendations.
- Experience in experimentation and user experience optimization.
- Experience working cross-functionally with Revenue teams.
- Experience incorporating AI and ML into product experiences.
Responsibilities
- Build and foster an inclusive, collaborative, and impact-oriented culture
- Collaborate closely with Product, Design, and Data Science to define, iterate, and execute on initiatives contributing to revenue growth
- Champion AI-native patterns in Onboarding platform — designing for learning loops, feedback-driven iteration, and safe model usage in customer-facing contexts.
- Help establish and guide the team on best practices for experimentation, evaluation, and observability in AI-augmented Growth experiences.
- Collaborate with AI platform and data science teams to integrate model-driven insights into Onboarding workflows — such as onboarding personalization, intelligent package recommendations, and AI-driven experiences that answer user’s questions while helping them accomplish their tasks.
- Engage with all development teams across Gusto to align and drive towards long-term maintainability and stability of our systems.
- Mentor and provide guidance to individual team members, fostering growth and development.
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What This Job Offers
Job Type
Full-time
Career Level
Manager
Education Level
No Education Listed
Number of Employees
1,001-5,000 employees
