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Seasonal Benefits Enrollment Counselor

Seasonal Benefits Enrollment Counselor

United Schools Associates, Inc. (USA)Chicago, IL, US
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Job Description

Job Description

Benefits :

  • Competitive salary
  • Free uniforms
  • Training & development

SEASONAL BENEFIT ENROLLMENT COUNSELOR (NOT FULL TIME)

Open Enrollment : October 27 November 7, 2025

Training : 2 days of paid training, October 2324, 2025

Pay : Earn up to $800 per day (per diem guaranteed $350$400; additional income based on enrollments)

Location : Chicago Public Schools campuses and non-school sites

About the Role

Join our team in helping Chicago Public Schools employees make informed choices about their benefits. As a Seasonal Benefits Enrollment Counselor , youll serve as the primary on-site representative during Open Enrollment. This high-impact role combines professional expertise with community service and offers excellent daily pay, flexibility, and the potential for ongoing work.

What Youll Do

  • Serve as the dedicated counselor for assigned campuses and non-school sites (e.g., mechanic shops, transportation hubs, etc.).
  • Provide consistent on-site support during Open Enrollment.
  • Conduct both group and individual benefit sessions, including presentations at employee events like Benefits with Breakfast.
  • Guide staff through enrollment in Core and Ancillary / Voluntary Benefits with clarity and care.
  • Take advantage of additional income opportunities through extended work hours, available evenings and weekends during the Open Enrollment period.
  • Complete paid training (Oct 2324) to ensure expert-level knowledge of CPS benefits.

    • What Were Looking For

    Required

  • Active Life and Health License for the State of Illinois (Illinois Department of Insurance).
  • Willingness to work on-site at Chicago Public Schools and non-school facilities.
  • Reliable transportation.
  • Ability to pass the Chicago Public Schools background check.
  • Strong communication and interpersonal skills to explain benefits to diverse groups.
  • Comfort with technology (online enrollment platforms, laptops, mobile apps).

    • Preferred

  • Prior experience in benefits counseling, enrollment support, or HR services.
  • Flexible and adaptable to different work environments and schedules.
  • Strong organizational skills and attention to compliance and detail.

    • Why Join Us?

  • Rewarding Compensation plan
  • Impactful work supporting educators, staff, and community employees.
  • Flexibility with opportunities for extra income through evenings and weekends.
  • Career growth potential exceptional candidates may transition into full-time or ongoing roles.
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    Enrollment Counselor • Chicago, IL, US

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