Demo

Enrollment Specialist

Colonial Life
Massachusetts, MA Contractor
POSTED ON 8/3/2026
AVAILABLE BEFORE 9/1/2026

Partnering with Colonial Life means making a meaningful impact in the lives of people in your community. Backed by Colonial Life’s 80 years of integrity, collaboration, innovation, and growth. Colonial Life supports independent agents throughout their journey with a people-first culture.


We are seeking a dedicated Licensed Enroller to join our largest brokerage on the east coast, New England Enrollment Strategies, to provide expert benefits education and enrollment support to employees, helping them make informed decisions about their financial protection options. Enrollers serve as trusted advisors, guiding employees through their benefits selections and ensuring they maximize their coverage based on their individual needs.


Successful Enrollers focus on:

  • Building relationships with businesses and employees
  • Delivering clear, effective benefits communication and education
  • Conducting enrollment sessions and providing personalized recommendations
  • Collaborating with employers to streamline benefit solutions
  • Ensuring a smooth enrollment experience through excellent customer service


Beneficial Experience and/or Skills:

  • Life & Accident/Health Insurance License
  • Prior enrollment experience is preferred
  • Strong interpersonal and communication skills to educate employees on benefits
  • Ability to work independently and provide consultative support


Compensation: As a Licensed Enroller, you have the potential to earn a per diem or competitive commissions based on sales results, including renewal income, bonuses, and world-class trips.


You will have access to training and development. You may also choose to become a member of the Association of Insurance Professionals (AIP), which can provide access to exclusive perks, discounts, and benefits.


This is an independent contractor opportunity in which you are in business for yourself but not by yourself. Any income range associated with this posting represents the potential pre-tax earnings of a business owner in this role, not a guaranteed salary or guaranteed earnings. All earnings in this role are sales results-based and uncapped, with a tremendous potential for growth based on your business acumen.

Hourly Wage Estimation for Enrollment Specialist in Massachusetts, MA
$23.00 to $28.00
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