About Cole Insure

An independent insurance agency built to be your advocate, not a sales pitch. Education first, always.

Why We Exist

Cole Insure was founded on a simple idea: people deserve a real advocate when they navigate Medicare, not a sales pitch. Too many people are rushed into the wrong plan by someone who works for a single insurance company. We are independent, so we work for you.

We explain your options in plain language, compare the whole market, and let you make the decision. There is never a fee for our help, and a plan never costs more by going through us. Our job is to make sure you feel informed, confident, and certain you made the right choice for your health and your budget, not someone else's bottom line.

Meet the Founders

Carl Cole

Co-Founder

Carl was born in Germany to a military father and a hardworking mother who taught him to do whatever it takes for the people who depend on you. He built Cole Insure around that same standard, treating every client like family.

Mathew Leyva

Co-Founder

Mathew co-founded Cole Insure with Carl around one shared mission: give people honest, education-first guidance and treat every client the way they would want their own family treated, with patience and zero pressure.

Together, Carl and Mathew have grown a team of licensed advocates who help people across the country. When you reach out, you are matched with a licensed advocate who guides you from your first question to the right decision, and stays with you year after year.

15,000+
Clients helped
10+
Carriers represented
30+
Products offered
$0
Fees, ever

What Makes Us Different

Independent

We are not owned by any insurance company. We shop the whole market and recommend what fits you, not a quota.

Education First

You make the decision. We make sure you actually understand your options before you ever sign anything.

No Fees

Our help is completely free, and the plan costs exactly the same whether you use us or not.

A Real Advocate

Every client is matched with a licensed advocate who is there start to finish, and every year after.

Who We Help

Based in the Kansas City area and licensed to serve clients across the country, we help people turning 65, retirees leaving employer coverage, veterans and military families, and anyone who simply wants an honest second opinion on the plan they already have. Wherever you are, you get the same education-first guidance and the same advocate in your corner.

What Our Clients Say

Real reviews from the people we have helped navigate Medicare.

Ready for Honest, No-Pressure Guidance?

Book a free review with a licensed advocate, or watch our free workshop on your own time. No fees, no obligation, no pressure.

Cole Insure, LLC is a licensed independent insurance agency. This is a solicitation for insurance. We do not offer every plan available in your area. Currently we represent 10 or more organizations which offer 30 or more products in your area. Please contact Medicare.gov, 1-800-MEDICARE (TTY 1-877-486-2048) 24 hours a day, 7 days a week, or your State Health Insurance Assistance Program (SHIP) to get information on all of your options. Medicare has neither reviewed nor endorsed this information. We are not affiliated with or endorsed by the U.S. government or the federal Medicare program. Client and carrier figures are provided by Cole Insure and current as of 2026.