About Pivotal Health

Pivotal Health is the leading technology platform that helps healthcare providers get paid fairly in an increasingly complex reimbursement landscape.

Today, many providers face persistent underpayment from health insurance companies, despite delivering high-quality care. While processes like IDR (Independent Dispute Resolution) were designed to promote fairness, they’re often administrative-heavy, time-consuming, and difficult to navigate without the right tools.

Pivotal Health combines software, data, and service into a seamlessly integrated, AI-driven platform that simplifies these complex reimbursement workflows. We help providers efficiently dispute underpaid claims, reduce administrative burden, and recover the reimbursement they’re entitled to; without adding more work to already stretched teams.

Our full-service IDR solution is just the starting point. We’re building solutions that enable providers to operate with clarity, control, and confidence across the reimbursement journey.

About the Role

We’re hiring a People Operations Generalist to own the systems, processes, and day-to-day infrastructure that make the employee experience work at Pivotal. You’ll sit at the center of everything: onboarding, compliance, Rippling, Ashby, benefits, and the operational backbone of a scaling People team.

This is a high-ownership, high-visibility role reporting directly to the VP of People. You’ll be our first dedicated People Ops hire, which means you’ll have real influence over how the function is built as we grow to 150 employees and beyond.

What You’ll Do

Onboarding & Offboarding

• Own end-to-end onboarding coordination: I-9s, Day 1 prep, and new hire checklist management

• Maintain and improve the onboarding program as we scale

• Manage offboarding operational processes with care and consistency

People Systems & Data

• Own Rippling: employee data, system integrations, access provisioning, and ongoing admin

• Support Ashby configuration: interview scheduling, rec IDs, pod setup, and automation

• Build and maintain People and talent dashboards and hiring metrics for leadership reporting

Compliance & HR Operations

• Track and follow up on compliance items: training completion, benefits enrollment, payroll setup

• Manage background check process and ensure documentation is current

• Support benefits administration, open enrollment, and employee questions

• Maintain accurate records in Rippling and flag issues proactively

Recruiting Operations Support

• Support the Recruiting team with coordination overflow during high-volume periods

• Prepare and send offer letters

• Pull recruiting reports: time-to-fill, pipeline status, agency activity

People Team Operations

• Serve as a first point of contact for routine employee HR inquiries, providing guidance on HR policies, benefits, and People processes

• Own Notion-based People knowledge base: policies, guides, process documentation

• Help build scalable processes as we grow: things that work at 50 employees often don’t at 150

Technology & Process

• Leverage AI tools to streamline administrative tasks, improve knowledge management, and enhance employee self-service resources

• Partner cross-functionally with Finance, IT, and Legal on compliance and process improvements

• Document and standardize SOPs to create scalable, repeatable processes

• Continuously evaluate People systems and tools to improve efficiency, employee experience, and data accuracy

Who You Are

• 3-5 years in People Ops, HR Operations, or a generalist HR role, ideally at a startup or high-growth company

• Hands-on experience with Rippling or a comparable HRIS (Workday, Gusto, Bamboo)

• Familiarity with ATS tools; Ashby experience is a plus

• Strong attention to detail: you catch things, follow through, and don’t let items fall through the cracks

• Comfortable operating in ambiguity and building process where little exists

• Excellent communicator who can explain benefits enrollment to a new hire and a compliance issue to legal in the same day

• Genuinely curious about HR technology, automation, and how AI can make People teams more effective

Extra Credit Experience

• Background in healthcare, healthtech, or a regulated industry

• Experience supporting a People function through a high-growth scaling phase (50 to 150+ employees)

Why You’ll Love Working Here

We’re a collaborative, low-ego team on a mission to make healthcare reimbursement fairer for providers. While we primarily hire around our core hubs–Los Angeles and New York–we remain open to exceptional talent outside those regions. Remote and hybrid flexibility varies by role and team, and is outlined in each job description.

If you’re excited by solving complex problems and making a real-world impact, we’d love to hear from you.

Benefits Include:

• Competitive compensation, including equity

• Full health, dental, and vision coverage

• Retirement savings plan through 401(k)

• Flexible time off

• Opportunities for company-wide connection and events

Ready to Make an Impact?
We’re building something meaningful; and we want you on the team.

Bring your ideas, curiosity, and drive, and let’s transform healthcare reimbursement together.

Employment Information

Work Authorization

Candidates must be authorized to work in the United States without current or future employer sponsorship.

Equal Employment Opportunity

Pivotal Health is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate on the basis of race, color, religion, sex, gender identity or expression, sexual orientation, national origin, age, disability, veteran status, or any other legally protected status.

Reasonable Accommodations

Pivotal Health provides reasonable accommodations for qualified individuals with disabilities in accordance with applicable laws. If you need assistance during the application or interview process, please let us know.

Background Checks

Employment is contingent upon successful completion of applicable background checks, where permitted by law.

At-Will Employment

Employment with Pivotal Health is at-will and may be terminated by either party at any time, with or without cause or notice, in accordance with applicable law.