Years of
Experience
About
Enrollment First helps eliminate the headache of benefits administration by combining affordable coverage with a sophisticated enrollment platform. In addition, our advanced reporting tools, 24/7 benefits access, and dedicated in-house Service Center work together to ensure participants have every resource they need to confidently understand and use their benefits.
Call Us Today!
OUR eConnect
Our proprietary eConnect technology provides:
24/7 access to benefits information for participants
Fast, self-service enrollment in minutes
An employer portal with advanced reporting to manage health spending
Additional platform highlights:
Seamless integration with client and partner systems
Setup and load time under 30 minutes
Real-time tracking of contributions, deduction reports, and more
Groups
Brokers
Members
Enrollment First launched in 2002 with a focused mission: to deliver competitive, accessible benefits to independent contractors in the transportation industry. Additionally, what began with a dedicated call center team has grown into a nationwide platform serving individuals, small businesses, and large groups across multiple sectors.
Today, we continue to innovate customized workplace solutions customized to meet the evolving needs of diverse workforces—whether 1099, W-2, or gig-based.
• National “A” Rated insurance carriers
• Group underwriting & rates as low as 2 lives
• Guaranteed Issue products
• Fully ACA-compliant medical coverage options
At Enrollment First, we partner with nationally rated “A” insurance carriers to bring you high-quality, affordable benefit options. Moreover, our plans are hand-selected to meet the unique needs of today’s diverse workforce—whether you're covering two lives or two hundred.
Furthermore, participants can choose from a flexible, a-la-carte menu of benefits, allowing them to select only the coverage that fits their lifestyle and budget.
A cost-effective alternative to Major Medical insurance when paired with an ancillary plan, our Daily Medical Care offers doctor visits & prescription benefits for as low as $100/month!
Individual Major Medical solutions available from National A rated insurance partners like Blue Cross Blue Shield, United Healthcare, and more!
Protect your family’s financial future with our Universal Life coverage offering cash value accumulation in a permanent life plan. Term Life Insurance also available!
Our Hospital Indemnity protection offers hospital confinement & surgical benefits that complement a Daily Medical Care plan or that can be used to bridge coverage gaps from a high-deductible plan.
Our Critical Illness protection offers lump sum cash benefits for covered illness & disease. Benefits are paid directly to the policyholder, meaning participants can spend their payout however they choose.
An increasingly popular ancillary benefit, our Cancer protection covers diagnostics & treatment for cancerous disease, radiation & chemotherapy, and includes an annual preventative screening, too!
Our Accident protection offers 24-hour coverage for accidental injury—on or off-the-job. With premium as low as $28/month, this plan is a smart way to prepare for life’s unexpected accidents.
Our Short-Term Disability plan offers income replacement benefits for up to 6 months in the event of temporary disability.
Our 401K(i) plan is the retirement savings solution for independent workers & small businesses. Offer a retirement savings benefit to your workforce at no employer expense!
Simplified Contracting. Streamlined Support.
At Enrollment First, we proudly support a growing network of more than 7,000 broker partners across the country. Our goal is simple: make your job easier. Similarity, that’s why we offer a dedicated Broker Support Team to help you every step of the way—from onboarding and product training to marketing resources and sales assistance.
Additionally, with our powerful eConnect technology, you can manage your entire book of business from a single dashboard. Track leads, run reports, review commission statements, monitor client activity, and more—all in real time.
Broker Platform Highlights:
Broker Support
FROM OUR
Health Benefits Platform for Brokers Simplifying Enrollment, Boosting Retention Brokers in today’s fast-paced health benefits environment are under more pressure than ever. Clients expect more than just product recommendations—they want seamless enrollment, year-round support, and simplified compliance.
GLP-1 Medications: Revolutionizing Health and Wellness GLP-1 (glucagon-like peptide-1) medications are transforming health management and improving lives through powerful, science-backed results. Originally developed for Type 2 diabetes, these medications now help with weight loss, heart health, and
How Politics Shapes Healthcare in the United States Healthcare in the United States changes constantly due to shifts in government policy, regulation, and national priorities. Political decisions at the state and federal levels directly affect healthcare access,
Applicable Large Employers (ALEs) must understand ACA rules in 2025 to avoid costly penalties. Rules now include new thresholds and reporting requirements. Staying compliant remains critical. What Are the “A” and “B” Penalties? A‑Penalty (Section 4980H(a))ALEs face this
Is the Health Plan You're Offering to You Clients ACA Compliant? Understanding ACA Compliance: A Guide for Brokers and Employers The Affordable Care Act (ACA) has shaped healthcare reform in the United States since lawmakers passed it
Maximize Open Enrollment: Help Clients Understand Their Health Insurance Options Open Enrollment is one of the most important times of the year for brokers. It offers the chance to reconnect with clients, review their health insurance options,
DIRECTOR
As our PEO began to expand into other states, we found ourselves in need of a broker that could meet our client’s ever-growing insurance needs. We found that many brokers could not keep up with our requirements or their services were cost prohibitive. Enrollment First presented a benefits business plan that overcame all obstacles, helped lessen our administrative burdens and was very cost effective. Through their partnership, we have been able to reach out to a greater number of clients and employees about the available benefits which helps in client retention and grow our benefits program. Personally, I have enjoyed our partnership with Enrollment First and would highly recommend them to any organization that has insurance needs.
DIRECTOR
Enrollment First’s technology platform and Broker Support team are valuable resources for our agents. It’s rare to find a business partner that not only wants to do business with you, but will also support your team like their own. We can always count on Enrollment First to communicate with our agents and go above and beyond to assist with our clients’ needs. Whether we need agent training or a customized brochure, the Enrollment First team goes the extra mile. I highly recommend Enrollment First to any agency or independent agent looking for a long-term business partner.
DIRECTOR
Our agency has partnered with Enrollment First, Inc. as our strategic business partner for over a decade for the health & wellness insurance elections for our clients. They understand the Transportation Industry and have the administrative platform to support you and the participants direct.
Copyright © 2025 Enrollment First, Inc. All rights reserved.