Senior People Operations Generalist

This is a 1‑2 days per week in office hybrid position based out of our Boston Office Gradient AI: Gradient AI is revolutionizing Group Health and P&C insurance with AI‑powered solutions that help insurers predict risk more accurately, improve profitability, and automate underwriting and claims. Our SaaS platform taps into one of the industry’s largest data lakes—tens of millions of policies and claims to deliver deep, actionable insights. Trusted by leading carriers, MGAs, TPAs, and self‑insured employers, Gradient AI has grown rapidly since our founding in 2018. Backed by $56M in Series C funding, we’re scaling fast—and it’s an exciting time to join the team. About the Role: We are looking for a Senior People Operations Generalist to join Gradient AI’s People team. You will own the day‑to‑day operations that keep our people function running, from onboarding and compliance to engagement and reporting. This is a hands‑on role that requires someone who is organized, proactive, and comfortable working across a fast‑moving organization. How you will make an impact: HR Operations & Compliance Own onboarding and offboarding end to end, including HRIS administration, I9s, system changes, and exit interviews Ensure compliance across all states including EEOC reporting, anti‑harassment training, and leave of absence management Support payroll administration in partnership with Finance Manage employee data changes including location updates, role changes, and visa inquiries Serve as the primary contact for benefits administration and partner with employees and vendors to resolve open items People Programs & Engagement Manage engagement and pulse surveys including setup, tracking, and reporting Facilitate employee resource group meetings and recognition programs Support performance review cycles and new hire and manager meetings including content development and running trainings Reporting & Systems Maintain accurate and up to date HR systems and materials Report out monthly and quarterly HR and recruiting metrics Recruiting Support recruiting for open roles during busy periods Support employer branding initiatives Skills needed to succeed: 5+ years of HR or People Operations experience, ideally at a startup or high growth company Multi‑state compliance experience is required, including knowledge of benefits administration and managing leave of absences Strong experience managing employee engagement programs, including new hire and manager trainings Demonstrated ability to track, analyze, and report on HR metrics to identify trends, inform leadership decisions, and drive a data focused people strategy Experience with payroll and full‑cycle recruiting is a plus Highly organized with a collaborative, people‑first approach What We Offer: A fun, team‑oriented startup culture. Generous stock options – we all get to own a piece of what we’re building. Unlimited vacation days. Flexible schedule that supports working from home. Full benefits package includes medical, dental, vision, 401k, paid paternal leave, and more. Ample opportunities to learn and take on new responsibilities. We are an equal opportunity employer. #J-18808-Ljbffr Jobtailor