People Operations Specialist

About Stepful: Stepful is a workforce platform redefining how America's largest health systems build, train, and retain their talent. Since our founding in 2021, Stepful’s trained over 32,000 practice-ready healthcare workers. Layering onto our successful direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare career ladders for those who need them most. Our students form the talent pipelines for major employers such as NY-Presbyterian, Mt. Sinai, HCA, Providence, CVS, and Walgreens. We have partnerships with half of the top 10 health systems in the US and are in process with many more. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with a recent $55M Series C led by Oak HC/FT https://www.stepful.com/post/stepful-announces-55m-series-c-to-scale-its-ai-powered-training-platform-across-the-healthcare-workforce. We were named the #1 EdTech company in the U.S. by TIME for 2025 https://www.stepful.com/post/stepful-named-1-edtech-company-in-us-top-10-globally-times-2025-list. Our values: We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: - Care first: We do whatever it takes for our students to succeed. - Learn quickly: We test, learn with data, and iterate. - Build together: We win when we rely on each other. - Own it: We show up, take initiative, and show pride. The opportunity: Stepful is hiring a People Operations Specialist to join the People Operations team as a hands-on, execution-focused resource across a broad range of People programs and processes. This role sits at the intersection of HRIS administration, payroll operations, workforce lifecycle management, and People program support. This role will serve as the primary People Ops point of contact for our frontline workforce - coaches, instructors, and contractors - owning their lifecycle end-to-end and escalating to the Associate Director of People Operations as needed. Alongside that primary ownership, this role will support the execution of broader People programs and initiatives that impact the full employee population. This hybrid role (3 days/week at our Fenton, MO campus) reports to the Associate Director, People Operations. What you’ll do: HRIS & People Systems - Own administration and ongoing optimization of Rippling across contractor and instructional staff populations, with support for HQ employees. - Maintain high data integrity across all employee and contractor records - ensuring records are accurate, complete, and audit-ready at all times. - Build and improve automations, workflows, and system processes as the workforce scales. - Serve as the internal go-to for system questions, troubleshooting, and process guidance. - Support key annual processes including open enrollment and any HRIS migrations or implementations. - Partner with the compliance and legal teams to build and maintain Rippling workflows that capture the specific reporting requirements, classification rules, and documentation needs of our instructional workforce. Payroll Support - Support payroll processing for hourly and program-based instructional staff in Rippling, ensuring accurate and timely pay runs. - Manage compensation and rate changes, ensuring updates are reflected correctly in Rippling and processed on cycle. - Coordinate contractor invoice and payment workflows, including final pay processing for offboarding contractors. - Identify and resolve payroll discrepancies in partnership with Finance and the Associate Director of People Operations. Frontline Workforce Lifecycle - Manage onboarding workflows for contractors and instructional staff - ensuring agreements are executed, documentation is complete, and system access is in place before day on…