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.Paragraph form
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.
Skills Required
- 5+ years of HR or People Operations experience
- Multi-state compliance experience including benefits administration and leave of absence management
- Experience managing employee engagement programs, new hire and manager trainings
- Demonstrated ability to track, analyze, and report on HR metrics
- Experience with payroll administration
- Experience with full-cycle recruiting
- Experience with HRIS administration and I-9 / onboarding compliance
- Highly organized with a collaborative, people-first approach
- Experience at a startup or high-growth company (ideal)
What the Team is Saying
Gradient AI Compensation & Benefits Highlights
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Healthcare Strength — Healthcare is described as comprehensive—medical, dental, and vision coverage with life and disability insurance and an EAP, with day‑one eligibility via a PEO in some listings. Plan options, mental‑health benefits, and FSA support indicate broad coverage.
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Leave & Time Off Breadth — Time off includes “unlimited” PTO alongside 11 paid holidays and periodic company‑wide “recharge days.” These structured closures add predictable rest within a flexible time‑off model.
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Equity Value & Accessibility — Equity is granted to all new hires with a four‑year vesting schedule and opportunities for additional grants through merit and promotions. Performance bonuses and stated competitive salaries further strengthen total compensation.
Gradient AI Insights
What We Do
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.
Why Work With Us
Gradient is a fast-growing startup where you can make an impact, learn constantly, and grow quickly. We’re bringing AI and machine learning into the insurance space in new ways, and every team member plays a role in that innovation.
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Gradient AI Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Working from the office is optional if you are local to our Boston office. For employees who do come in, it’s usually T/W/Th to focus on group collaboration.
