HR Generalist — AI-Driven Compliance & Payroll

Jerry; Boston (MA); Remote; USD 120,000 - 170,000; Full time

Benefits offered by this job

Equity opportunities

Health, dental, vision benefits

Job summary

Jerry.ai is seeking an HR operations leader to own multi-state compliance, payroll, and benefits. You’ll draft policies, lead audits, and shape AI-enhanced HR processes. The role requires hands-on, in-house experience and a collaborative, high-intensity environment.

You’ll respond to complex questions beyond handbooks, with a future focus on integrating AI into HR ops and day-to-day management.

Qualifications

• Bachelor’s degree in any discipline required.
• At least 2 years of hands-on HR generalist experience.
• Genuine in-house, multi-state compliance experience.
• Comfortable in a small, high-intensity team handling payroll, benefits and compliance.

Responsibilities

• Handle multi-state compliance tracking and policy updates across classifications and pay ranges.
• Lead annual compliance audit and handbook refresh in first 90 days.
• Handle escalated payroll, benefits and leave questions.
• Review and unblock work of Payroll and HR Administration team members.
• Rearchitect HR ops processes with an AI-native mindset.

Skills

HR compliance

Policy drafting

Payroll administration

Benefits administration

Cross-functional collaboration

AI in HR

Education

Bachelor's degree

Job description

Jerry.ai is seeking an HR operations leader to own multi-state compliance, payroll, and benefits. You’ll draft policies, lead audits, and shape AI-enhanced HR processes. The role requires hands-on, in-house experience and a collaborative, high-intensity environment.

You’ll respond to complex questions beyond handbooks, with a future focus on integrating AI into HR ops and day-to-day management.