HR Operations Lead: Multi-State Compliance & AI-Driven Policies

Jerry.ai; Massachusetts; Remote; USD 125,000 - 180,000; Full time

Benefits offered by this job

Health coverage

Dental coverage

Vision coverage

Paid time off

Paid parental leave

401(K) plan with employer matching

Wellness benefits

Equity opportunities may also be part

Job summary

Jerry.ai is seeking an HR Operations professional to own multi-state compliance, policy drafting, and payroll and benefits questions. You will shape policies, handle escalations, and grow into day-to-day HR operations leadership with an AI-native mindset.

This is a full-time, remote-first role open to candidates in the US, with opportunities to impact how AI helps reduce busywork while ensuring compliance. Join a fast-growing company building AI-powered advisor for assets, with expanding

Qualifications

• Bachelor's degree in any discipline.
• At least 2 years of real, hands-on HR generalist experience. You've personally drafted the policy, entered the payroll, handled the compliance filing, not just reviewed someone else's work
• Genuine in-house, multi-state compliance experience
• Comfortable in a small, high-intensity team where you touch payroll, benefits, and compliance yourself

Responsibilities

• Multi-state compliance: tracking state-by-state law changes, drafting policy updates, and making sure they're actually implemented across every employee classification and pay range
• Escalated payroll, benefits, and leave questions that need a more experienced hand
• Reviewing and unblocking the work of our Payroll and HR Administration team members
• Rearchitecting our HR ops processes with an AI-native mindset, not just using AI tools, but rethinking how the function should work
• Growing into ownership of day-to-day HR operations management over time

Skills

HR generalist

Multi-state compliance

Policy drafting

Payroll & benefits

Education

Bachelor's degree

Job description

Jerry.ai is seeking an HR Operations professional to own multi-state compliance, policy drafting, and payroll and benefits questions. You will shape policies, handle escalations, and grow into day-to-day HR operations leadership with an AI-native mindset.

This is a full-time, remote-first role open to candidates in the US, with opportunities to impact how AI helps reduce busywork while ensuring compliance. Join a fast-growing company building AI-powered advisor for assets, with expanding