Human Resources Generalist

Rippling; Chicago (IL); On-site; USD 70,000 - 110,000; Full time

Job summary

Rippling is seeking an HR Generalist to deliver core HR services with speed and scale. You will own a defined set of transactional and case-based HR work for client groups, using AI-enabled workflows to drive efficiency and accuracy.

You will be the operational expert ensuring employees and managers get fast, high-quality HR support, across performance, onboarding, and offboarding processes.

Qualifications

• 3–5 years of experience in an HR Generalist role with direct ownership of performance management, employee relations, or HR case work.
• Comfort using AI tools (e.g., ChatGPT, Claude) in daily HR tasks.
• Experience handling high-volume, process-driven HR work without sacrificing quality or compliance.
• Strong written communication: drafting clear, professional documentation with minimal review.
• Applied knowledge of federal, state, and local employment law; ability to flag and elevate legal risk.
• Familiarity with HRIS platforms, ticketing systems, and HR tech tools.
• Process-oriented mindset with ability to systematize and improve repetitive work.
• Ability to flex across orgs and manage multiple cases simultaneously in a fast-paced environment.

Responsibilities

• Core Service Delivery: Manage performance management cases end-to-end, coach managers, handle terminations & offboarding for Senior Manager and below, triage HR Help Desk queries, coordinate internal mobility, conduct exit interviews, manage HR Inbox.
• AI-Enabled Execution: Run AI-assisted workflows for case intake, documentation, and communications; identify automation opportunities; contribute to reusable templates and prompts.

Skills

HR Generalist

AI tools

High-volume HR

Written communication

Employment law

HRIS

Process improvement

Multitasking

Job description

About this position

About Rippling

Rippling gives businesses one place to run HR, IT, and Finance. It brings together all the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system.

Take onboarding, for example. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third-party apps like Slack and Microsoft 365—all within 90 seconds.

Based in San Francisco, CA, Rippling has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America’s best startup employers by Forbes.

We prioritize candidate safety. Please be aware that all official communication will only be sent from @ Rippling.com addresses.

About the role

This is a high‑execution, AI‑first role focused on delivering core HR services with speed, accuracy, and scale. You'll own a defined set of transactional and case‑based HR work for your client groups, leverage AI‑enabled workflows to handle volume efficiently, and contribute to the continuous improvement of how our team operates.

You will be the operational expert who ensures employees and managers in your orgs get fast, high‑quality HR support.

What you will do

Core Service Delivery

• IC Performance Management cases end‑to‑end, including coaching managers through documentation and process requirements
• Terminations & offboarding for Senior Manager and below within your client groups
• HR Help Desk cases: triaging, routing, and resolving employee and manager queries
• Internal mobility transactions and coordination
• Exit interviews: scheduling, conducting, and surfacing themes
• HR Inbox management for your assigned orgs

AI-Enabled Execution

• Operate AI‑assistant workflows as the default for case intake, documentation, and communications
• Identify opportunities to reduce manual effort through automation and prompt‑based tools
• Contribute to shared templates, prompts, and workflows the team can reuse across orgs

What you will need

• 3–5 years of experience in an HR Generalist role with direct ownership of performance management, employee relations, or HR case work
• Demonstrated comfort using AI tools (e.g., ChatGPT, Claude, or similar) in your day‑to‑day work
• Experience managing high‑volume, process‑driven HR work without sacrificing quality or compliance
• Strong written communication: you draft clear, professional documentation with minimal review
• Applied knowledge of federal, state, and local employment law, with the ability to flag and elevate legal risk appropriately
• Familiarity with HRIS platforms, ticketing systems, and HR tech tools
• Process‑oriented mindset: you look for ways to systematize and improve repetitive work
• Ability to flex across orgs and manage multiple cases simultaneously in a fast‑paced environment

The pay range for this role is:

Additional Information

Rippling is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email [e-mail]

Rippling highly values having employees working in‑office to foster a collaborative work environment and company culture. For office‑based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role.

This role will receive a competitive salary + benefits + equity. The salary for US‑based employees will be aligned with one of the ranges below based on location; see which tier applies to your location here .

A variety of factors are considered when determining someone’s compensation–including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed below.