Enrollment First

Enrollment First is a benefits enrollment and administration company based in Knoxville, Tennessee. Founded in 2002 to serve independent contractors in transportation, it has grown into a nationwide platform supporting individuals, small businesses, large organizations, and workforces that include W-2 employees, 1099 contractors, and gig workers. Its services combine access to affordable benefit options with enrollment technology, reporting tools, and dedicated customer support.

The company’s eConnect platform gives participants 24/7 access to benefits information and self-service enrollment, while employers can use reporting tools to manage health spending, contributions, and deductions. Brokers can access a multi-carrier quoting and enrollment platform, track client activity, run reports, and receive onboarding, training, marketing, and sales support.

Enrollment First offers ACA-compliant medical coverage through nationally rated insurance partners, alongside options including daily medical care, major medical, life and term life insurance, hospital indemnity, critical illness, cancer, accident, and short-term disability coverage. It also provides a 401(k) plan for independent workers and small businesses.