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Employee Benefits Enrollment Specialist Technical Assistant


Job Location:

Grand Rapids, MI - USA

Monthly Salary: Not provided by the employer
Posted: 13 September 2026 (5 days ago)
Application Deadline: 11 December 2026
Vacancies: 1 Vacancy

Job Summary

Employee Benefits: Enrollment Specialist / Technical Assistant



In this role youll be a key part of our Employee Benefits client management team by handling administration carrier communications data management and other service tasks. If you enjoy consistently following processes are organized and detail-oriented and excel at providing exceptional service keep reading!


Compensation & Benefits for this role include:

  • Hourly pay or Salary based on experience
  • Full benefits package (Medical Dental Life Disability FSA/HSA 401k match generous PTO plan and company holiday schedule)


To be successful in this role youll need to have:

  • At least 1 year of employee benefits experience preferred
  • Basic understanding of plans including medical dental vision life and disability
  • Organizational skill and detail-oriented personality
  • Ability to manage priorities and meet deadlines
  • Ability to use computers and software: prior experience with Applied Epic Employee Navigator and EB carrier portals is a BIG plus but not required.


In this role youll be expected to:

  • Process employee enrollments changes and terminations with insurance carriers
  • Troubleshoot benefit administration system and carrier integration issues
  • Process COBRA notices and qualifying events with third-party vendors
  • Submit track and provide status updates on disability claims
  • Maintain accurate client and employee information in the system
  • Update employee communication and enrollment materials
  • Help with carrier service requests and administrative issues
  • Update and maintain Summary Plan Descriptions (SPDs) and related documents
  • Provide backup to the Client Management team as needed


Why do you want to be at Highstreet Insurance

  1. Team. You will be around people who have a servants heart a spirit of excellence and a champions resolve.
  2. Mission. Youll play a key role in helping our clients team and community thrive.
  3. Future. Highstreet is one of the Top 25 largest insurance agencies in the United States but our approach is different. We are committed to staying rooted in our communities as the local agency of choice.


What is the location and what are the work hours of this role

  • Candidates must be based in Michigan. Hybrid in-office schedules or Fully Remote are possibilities depending on your location.
  • Full Time 40 hours/week

If this sounds like you or someone you know dont wait apply today!


Required Experience:

Junior IC


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