SAVINGS UPDATE! 

We’re saving our clients over $2 million in annual premiums!

For people under 65, Open Enrollment for health insurance is over. So how do you get health insurance if you need it?

Don’t go to healthcare.gov. The national system is woefully ignorant about conditions in Illinois.

Call Jerry Pearlstein Insurance 847-362-8888 for expert help getting Special Enrollment coverage including assistance paying premiums and sharing costs. Our services are free and confidential. From the first conversation, through application and whenever you need us, we’re here to help you.

Congratulations to Jerry Pearlstein for Earning 2025 Marketplace Circle of Champions Elite Status!

We’re proud to announce that Jerry has been recognized for outstanding service during the 2025 Health Insurance Marketplace Open Enrollment Period. His dedication has helped countless individuals and families access the health coverage they need.

Latest Health News

We Saved Our Clients Over $2 Million In Annual Premiums In 2024

Jerry S. Pearlstein uniquely specializes in health insurance with over 20 years experience.

Multiple Healthcare.gov award winner, including letters of commendation from the CMS Critical Cases unit.

Unlike online services, we make sure your doctors will accept the insurance you choose.

When ACA plans don't work, we may have other insurance that does.

Unlike online services, we get all the info needed for the premium assistance and cost sharing you are entitled to.

Unlike online services, we're always available to answer all your questions and concerns.

COBRA & Other Alternatives

ON COBRA?
Now’s the time to see if there are alternatives for 2025.

Join our Zoom seminar “COBRA & Alternatives” every first and third Wednesdays at 10:30 a.m. by emailing for the link: rbloomfield@jpearlsteinltd.com.

This program is designed to assist you in understanding your options in the complex landscape of health insurance after separation from your employer. We’ll discuss how the COBRA program works as well as the options available in Private Health Insurance (PHI) so you can make the best decision for you and your family.

Nationally Recognized, Award-Winning Healthcare!

What healthcare.gov says about Jerry S. Pearlstein Insurance

“We are continually impressed by the dedication and commitment you show to consumers during the busy Open Enrollment Period.”

Actually, that’s how we treat folks all the time. Under 65. Medicare. 1-50 Groups.

Senior Medicare True Blue Award Recipient

With over 400 Medicare Supplement clients, Jerry Pearlstein is honored to receive this award for our dedication and service. 

We stay up-to-date on Medicare information, services and benefits. In 2024 we determined clients eligible for new Supplements, contacted them and ultimately saved them an average of 25% on their monthly premiums.

If you are turning 65, or want to change your Medicare Supplement, call us at 847-362-8888.

What Are Clients Are Saying

Thanks Jerry & Rebecca for your knowledge, professionalism and kindness. We can always tell you have our best interests in mind. We never feel rushed and you always address any questions and concerns. You put our minds at ease knowing it will be done right.
Ellyn Benovsky