People Operations Generalist

Kooth•Chicago, IL
•Remote

About The Position

The People Operations Generalist supports a positive, consistent employee experience by keeping day-to-day People Operations running smoothly. This role partners closely with the People and Talent teams to coordinate onboarding, administer benefits and leave, maintain accurate employee records, and support offboarding. Success in this role requires strong organization, attention to detail, and sound judgment, alongside an approachable, responsive communication style. The ideal candidate takes ownership, handles sensitive information with discretion, and identifies practical ways to improve processes and support colleagues across Kooth.

Requirements

  • At least 1–3 years of experience in an HR support or generalist role, with exposure to onboarding, employee records, benefits, and day-to-day HR administration.
  • Hands-on experience administering employee benefits and supporting employees with benefits questions.
  • Working knowledge of federal, state, and local employment laws, including equal employment opportunity requirements; experience supporting employees across multiple states is a plus.
  • Experience using an HRIS to maintain employee data, process changes, and support onboarding and benefits workflows.
  • Comfort using Microsoft Office and Google Workspace, particularly spreadsheets, documents, and shared files.
  • Strong written and verbal communication skills, with the ability to explain processes clearly and respond with care.
  • Excellent organization and attention to detail, with the ability to manage competing priorities and meet deadlines.
  • Sound judgment and discretion when handling confidential information, along with the ability to recognize when an issue needs additional guidance.
  • A collaborative, service-minded approach and a willingness to take ownership, solve problems, and continue developing your HR knowledge.

Nice To Haves

  • Experience with Rippling or a similar platform is a plus.
  • Experience supporting employees across multiple states is a plus.

Responsibilities

  • Create a welcoming onboarding experience by partnering with the Talent team to coordinate a smooth transition from offer acceptance through onboarding, ensuring accurate information and timely communication.
  • Coordinate pre-employment requirements, including background checks, employment eligibility verification, and required documentation, in line with established processes.
  • Facilitate new hire orientation and work with managers and key stakeholders to tailor onboarding to each colleague’s role and needs.
  • Assign and track onboarding and other required training through our HRIS (Rippling) and LMS (Litmos) platforms, following up to ensure completion by established deadlines.
  • Administer employee benefits, including enrollments, qualifying life event changes, records, and open enrollment activities.
  • Work with benefits carriers, providers, and the People team to resolve questions and issues, providing clear, timely support to colleagues.
  • Monitor benefits information in the HRIS, troubleshoot discrepancies, and coordinate updates to maintain accurate records.
  • Coordinate leave administration, ensuring requests, documentation, and HRIS updates are processed accurately and on time.
  • Support payroll-related inquiries and employee changes, partnering with the appropriate teams to resolve issues.
  • Maintain complete, accurate employee records in the HRIS and designated document systems, protecting confidential information.
  • Process employee changes and keep trackers, documentation, and workflows up to date.
  • Coordinate offboarding activities, including exit interviews, employee communications, and records updates; support termination meetings alongside the appropriate People team member.
  • Support responses to unemployment claims and preparation for hearings, in partnership with the People team.
  • Identify opportunities to simplify administrative processes, improve data quality, and strengthen the employee experience.
  • Help employees and managers understand and apply Kooth’s policies, benefits, and People processes.
  • Support compliance with applicable federal, state, and local employment requirements, including wage and hour rules, employment eligibility documentation, and required labor law notices.
  • Recognize sensitive or complex employee matters and escalate them promptly to the appropriate People team member.
  • Stay current on relevant HR practices and employment requirements, sharing updates and recommendations with the team.
  • Contribute to People projects, training initiatives, and other priorities as business needs evolve.

Benefits

  • Excellent Medical, Dental, and Vision Coverage
  • 401(K) Retirement Plan with company match
  • Generous Paid Time Off
  • Remote-first flexibility and work-from-home support
  • Paid parental leave
  • Learning & development opportunities
  • 8 Paid Holidays, plus two half-day holidays (Christmas Eve and New Year’s Eve)
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