Demo

Employee Benefits Enrollment Specialist / Technical Assistant

Highstreet Insurance and Financial Services
Grand Rapids, MI Full Time
POSTED ON 9/12/2026
AVAILABLE BEFORE 11/11/2026

Employee Benefits: Enrollment Specialist / Technical Assistant



In this role you'll 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 you’ll 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 you’ll 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 servant’s heart, a spirit of excellence, and a champion’s resolve.
  2. Mission. You’ll 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, don't wait, apply today!

Salary.com Estimation for Employee Benefits Enrollment Specialist / Technical Assistant in Grand Rapids, MI
$36,706 to $44,969
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