Head of People Operations
Own People Ops end-to-end at a fast-scaling AI company: HRIS (Rippling), compliance, global employment, benefits, policy, and automations. Report to VP of People and build a small team.
About the job
Responsibilities
- Own People Ops end-to-end: HRIS integrity, benefits administration, leave and accommodations management, compliance, onboarding and offboarding programs
- Build and maintain compliance layer: US multi-state requirements, global employment law, contractor vs. FTE classification, immigration case coordination, audit readiness (I-9, ERISA Wrap, Flex Plan)
- Own Rippling as system of record: workflow configuration, data integrity, onboarding/offboarding automation, payroll coordination
- Lead global employment operations: EoR provider relationships, international contractor agreements, scalable infrastructure for US, UK, EU, and beyond
- Architect and govern People policies: employee handbook, leave frameworks (medical, parental, personal), STD/LTD administration, outside activity and IP policies
- Build People Ops automations and workflows using Zapier, Make, or LLM-assisted tools
- Own employee relations and accommodations with appropriate confidentiality and documentation
- Contribute to People data and reporting: headcount data integrity, turnover reporting, onboarding metrics
- Evaluate and govern AI tools used in People Ops for accuracy, data handling, fairness, and auditability
- Support SOC2 and audit readiness: document people-related controls and maintain readiness
- Build a small team of 1-2 People Ops coordinators as the company grows
Requirements
- 8+ years in People Ops or HR Operations, with meaningful time owning a People Ops function at a high-growth technology company through a significant scale-up phase
- Deep, hands-on Rippling experience — workflow config, data integrity, reporting, onboarding flows
- Global employment experience across multiple regions — EoR coordination (Rippling Global, Multiplier, Remote, Deel, or similar), international contractor structuring, cross-border compliance
- Built automations and workflows yourself using Zapier, Make, or LLM-assisted workflows
- Strong working knowledge of California employment law and multi-state compliance, including leave administration, accommodations, and contractor classification
- Proven track record building compliance and policy infrastructure from near-zero, including leave frameworks, employment policies, and handbook governance
- Benefits administration and vendor management experience — brokers, carriers, EoR providers, background check vendors
- Comfort operating at multiple altitudes — advise on policy architecture and fix broken workflows
- High ownership orientation
- AI tool fluency — actively use AI tools, have opinions on leverage in People Ops, bring judgment to governance
Nice-to-Haves
- Experience at a high-growth AI or developer tools company
- Have used or experimented with LangChain, LangSmith, or LangGraph
- Opinion on what an AI-native People Ops function looks like
- Experience standing up STD/LTD, 401(k) match, or similar benefits programs from scratch
- Direct experience engaging outside employment counsel on policy or ER matters
- SOC2 or similar compliance audit experience on the People side
Compensation & Benefits
- Competitive compensation including base salary, meaningful equity, and benefits
- Health, dental, and vision coverage
- Flexible vacation
- 401(k) plan with employer match
- Phone and wellness stipends
- Life insurance
- Team members in the EU, UK, and APAC receive locally competitive benefits aligned with regional norms and regulations
Skills
Rippling, HRIS, Global Employment, Eor, Compliance, California Employment Law, Zapier, Make, Workflow Automation, Soc2, Benefits Administration, Employee Relations
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