People Technology Delivery Manager

Gusto•San Francisco, CA

3d•$188,085 - $272,906•Hybrid

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 . The People Technology Delivery Manager is responsible for managing delivery of People Technology initiatives. This role works across People, IT, Finance, and business teams to implement new systems, optimize existing ones, and ensure seamless adoption. You will drive timelines, manage vendors, mitigate risk, and ensure each People tech project meets business requirements and high-quality delivery standards. The People Solutions team is transforming how Gusto supports its people by pairing cutting-edge AI with smart automation. We optimize workflows, enhance service delivery, and free up teams to focus on meaningful, high-impact work to support a more responsive, efficient, and future-ready people experience.

Requirements

5-8+ years of experience in HR technology, project management, HRIS, or People Operations roles.
Strong understanding of HR processes (recruiting, onboarding, performance management, comp cycles, employee engagement, L&D).
Proven project management skills; experience running end-to-end tech implementations.
Excellent cross-functional communication, stakeholder management, and vendor-negotiation skills.

Nice To Haves

Project management certification (PMP, CAPM, Scrum, Prosci).
Experience with Project Management tools (Asana, Jira, Smartsheet).
Exposure to data migration, testing methodologies, and process mapping.
Experience working in high-growth or fast-paced environments.

Responsibilities

Portfolio Strategy & Roadmap Partner with the People Tech team and People Leadership to manage the People Technology roadmap
Manage intake and prioritization of technology initiatives in partnership with stakeholders and People leadership
Lead People tech implementations, enhancements, and cross-functional technology projects (implementations, upgrades, integrations, workflow redesign, system rollouts).
Build project plans, manage scope, timelines, mitigate risks, track milestones and ensure smooth go-lives.
Facilitate requirements gathering, process mapping, and documentation.
Coordinate cross-functional teams and ensure clear communication across stakeholders on project status and delivery.
Collaborate with customers and stakeholders to develop change-management strategies to drive adoption, including training plans, communications, and support resources.
Establish best practices for project execution, documentation, and governance.
Oversee vendor performance, licensing, renewals, SLAs, escalations, and negotiations.
Track project budgets, licensing needs, and implementation costs.