HR Ops Generalist — AI-Driven Compliance & Payroll

Posted 2 days ago

jerryaiChicago (IL)

SENIORITY

Senior

Apply

About the role

Jerry.ai is seeking an experienced HR Operations Lead to own multi-state compliance, policy drafting, and payroll/benefits questions that require judgment. You will shape the HR operations with an AI-native mindset, balancing hands-on work with strategic initiatives. In a remote-first environment with offices in key cities, you’ll drive the compliance program, audit cycles, and process improvements while collaborating with a small, high-intensity team.

Before you apply

Applying takes about a minute. These four things decide how fast it moves after that.

Your profile is current

It's what we read first. Occupations, seniority and locations matter more than a long history.

Two examples you can talk through

Not a portfolio — just two pieces of work where you can explain the decisions and what you'd change.

A number in mind

What you're on now and what would make you move. We negotiate better when we know both.

Your notice period

Employers plan around it, and it's the question that stalls offers most often.

Once you apply, someone reads it and calls you before anything reaches the employer — usually within two working days.

More like this