About

What we believe in

Our Core Values

At Jesse Osborne Insurance, our mission is to provide comprehensive insurance solutions tailored to your needs. With a specialization in Medicare, Supplemental Insurance, Advantage Plans, Prescription Drug Plans, Burial Insurance, Whole Life and Term Life Insurance, as well as Hospital Indemnity Plans, we are committed to ensuring that you have the coverage you need to protect yourself and your loved ones.

Customer First, Always

We’re fanatical about our customers and built this business to give you something no other broker does – freedom to enroll and engage the way you want.

Furiously Innovative

We’ve assembled a team of experts to deliver the best Medicare plan and customer experiences on the planet. The status quo doesn’t work for us. We’re pushing the boundaries using AI and data to help our customers find the best plan for their ever-changing needs, year after year.

Trustworthy

We’re removing the commission bias from finding and enrolling in a Medicare plan and we don’t force you to give us your information just to see a quote. Our only goal is to provide you with the information you need to make an educated decision and support you along the way.

Superior Service

Our team of Licensed Insurance brokers are here to help. We’re available to answer your questions and help you find the best option for you, even if that means signing up with someone else.

Our Vision

We strive to set the standard as the most customer-centric Medicare broker & marketplace.  With cutting-edge technology, our mission is to make healthcare easy, efficient, and effective. Starting with seniors and people with Medicare, we are focused on solving every one of our customers’ Medicare insurance plan needs.

Jesse Osborne, Owner

A Word From Jesse

At Jesse Osborne Insurance, we offer comprehensive insurance solutions designed to meet your specific needs. With our expertise in Medicare, Supplemental Insurance, Advantage Plans, Prescription Drug Plans, Burial Insurance, Whole Life and Term Life Insurance, as well as Hospital Indemnity Plans, we provide the coverage you need to protect yourself and your loved ones.

Experienced Professionals

Meet Our team

With over 10 years of experience in the insurance industry

Jesse Osborne, Owner
Jesse Osborne
Founder

Bringing extensive knowledge and expertise to help you find the right insurance solutions.

Melinda Osborne
Insurance Agent

Dedicated to providing exceptional customer service and guiding you through the insurance process.

Kimberly James
Insurance Agent

Ensuring a smooth claims experience and helping you navigate any challenges that may arise.

Comprehensive Insurance Solutions Tailored to You

Trust Jesse Osborne Insurance for all your insurance needs. Whether it's Medicare, supplemental insurance, or beyond, our dedicated team is here to guide you every step of the way. Contact us today to discover personalized coverage options that fit your lifestyle and budget. Don't wait – secure your peace of mind now!

We are here to help you

With any Questions

Email

Email us wit any questions you may have and one of our licensed insurance agents will get back to you shortly.

jesse.osborne.insurance@gmail.com

Phone

Calling this number will connect you with a licensed insurance agent.

(606) 441-1590

Office

Tuesday-Thursday
10am - 2pm, Eastern

211 Rose Drive Prestonsburg, KY 41653