About COBRAInsurance.com

COBRAInsurance.com is a direct-to-consumer health insurance agency that helps workers in-between jobs enroll in affordable health plans.

The COBRA Insurance Website is owned by Smart and Simple Insurance Development and powered by SASid’s insurance technology. Policies are administrated by InsuranceTPA.com.

We are a nationally licensed and recognized health insurance agency looking to sincerely help people access and understand insurance. Over the past 20 years, over 4 million people have obtained insurance through SASid, Inc technologies.

SASid Insurance Development
SASid, Inc. was co-founded by brothers Shannon Kennedy (President) and Shawn Kennedy (Vice President) in 1999. SASid is an acronym for “Smart and Simple insurance development” and is the backbone of what we do.

For over twenty years SASid has been innovating and evolving proprietary insurance marketing and administration software.  Today we offer the most efficient, user-friendly tools to help our partnerships (Insurance Companies, Brokers, Associations) thrive.  Our system is called SAS Saas: Smart and Simple Software as a Service.  Yes, it is in the cloud.

Over four million people have obtained health insurance through SASid’s enrollment portals. With variety of products for customers to build an insurance plan specific to their needs, makes our offerings “smart” to have.


SASid, Inc. has made the Inc. 5000 list five times in the past decade for superior company growth. We are also proud to have been featured in The Wall Street Journal. Our success is due to our leaders, employees, and constant ability to innovate within the insurance industry.

Marketplace Circle of Champions

HealthCare.gov Recognition: 2021 Elite Plus Circle Of Champions

Each year, the Marketplace Circle of Champions program recognizes thousands of agents and brokers across America—highlighting their hard work, expertise, and service. Whether they’re helping individuals complete an application, select a plan, or manage coverage throughout the year, agents and brokers play a critical role in the success of the Health Insurance Marketplace.

“Consumers depend on the expertise of agents and brokers in their community when they need help enrolling in qualified health plan coverage,” said Randy Pate, Director of the Center for Consumer Information & Insurance Oversight within CMS, which oversees the Marketplace. “We thank SASid, Inc for their  important work and incredible service they provide to so many consumers during Open Enrollment and beyond.”

Welcome to COBRA Insurance