People Operations Generalists at Jerry.ai solve multi-state compliance challenges and complex payroll questions while working remotely where supported. This hands-on role brings judgment to HR operations.

As a People Operations Generalist, you will draft policies, manage compliance updates, and handle escalated payroll, benefits, and leave questions. You will lead the annual compliance audit and handbook refresh, review Payroll and HR Administration work, and help reshape HR operations with an AI-native mindset. The position suits professionals with in-house, multi-state experience who have personally completed HR work. Over time, you will grow into ownership of day-to-day HR operations management.

Key Responsibilities:

- Track state-by-state law changes across employee classifications and pay ranges
- Draft and implement multi-state policy updates




- Lead the annual compliance audit and handbook refresh
- Resolve escalated payroll, perks, and leave questions
- Rearchitect HR operations processes using an AI-native mindset

Requirements:

- Bachelor’s degree in any discipline
- At least two years of hands-on HR generalist experience
- Genuine in-house, multi-state compliance experience
- Experience personally handling payroll and compliance filings
- Comfort with payroll, benefits, and compliance responsibilities

Bring hands-on compliance, policy drafting, and payroll judgment to People Operations at Jerry.ai while building AI-native HR processes.

📌 People Operations Compliance Generalist (Toronto)
🏢 Jerry
📍 Toronto