
Side by Side Insurance
Insuring Your Family Through Every Stage of Life.

About Us:
We are Arielle and Jared Jimerson, a married couple raising 3 children in the Hampton Roads area of Virginia. We are passionate about making life a little easier for our community, and have found great reward in helping fellow Virginians navigate the world of health insurance!
Important Upcoming Dates:

Sunday, November 1st, 2026
Open Enrollment Begins
Sunday, November 1st is officially open enrollment for 2026! If you’ve been waiting to apply for an ACA plan for the first time, need help navigating your choices, or want to make sure the plan you have is the best one for your health insurance needs, let us help you get set up for coverage/a new plan beginning January 1st, 2027!

Tuesday, December 15th, 2026
Last Day of Open Enrollment for Plans Beginning 1/1/2027
Tuesday, December 15th is the LAST day to enroll in your ACA marketplace plan to begin coverage on January 1st, 2027. January 15th is the very last day of open enrollment for 2027 plans, so save the date!
Just a few minutes of your time. Not a cent out of your pocket. A whole lot of peace of mind.
We’re here for you.

“Arielle was able to help me after another agent disregarded our appointment. She was quick to respond and very informative!”
Jessica*, VA
(*Name changed to protect privacy)