
At Jackie Shepard Insurance Services, I am dedicated to providing high-quality Medicare consultation services to ensure my clients find the best Medicare plans for their needs and budget. My mission is to offer one-on-one guidance to eliminate confusion and provide education to help my clients navigate the Medicare enrollment process. Once you find a plan, you are not abandoned; I am here to give support throughout the year, and my services are always free of charge. -Jackie Shepard
Jackie is a native of Yulee, born and raised in North Florida. She is one of six George Crady girls and has been happily married since 1989 to Andy Shepard, the band director at Yulee Middle School and the music director at First Presbyterian Church in Fernandina Beach. Together, they have four sons, who have blessed her with four beautiful granddaughters.
As a stay-at-home mom while my boys were growing up, I eventually became a Certified Nurse Assistant when my youngest started preschool, working in that role for 10 years. I later founded my own home health company, where I began assisting seniors not just in their daily needs but also with Medicare consultation, which sparked my new career in insurance and Medicare.
In 2022, I became a licensed insurance agent and joined a financial group based in Jacksonville, before taking the leap to start my own insurance company. In 2023, I established Shepard Insurance Services to provide comprehensive support and services for Medicare enrollment. Every day, I work closely with clients to help them find the best Medicare plans and offer ongoing support throughout the year.
A little bit about me:
· Proud parent of four boys
· Proud grandmother of four granddaughters
· Majored in vocal music at the University of North Florida
· Licensed Phlebotomist and Certified Nurse Assistant
· Insurance License 215 and 440 in Florida and Georgia since 2022
· Traveled the world for three years with the Christian singing group 'Continental Singers'
· I love gardening, fishing, and singing in the choir
· I have a dog and always look forward to spending time with family.

My "Welcome to Medicare" presentation provides a comprehensive overview of Medicare, perfect for anyone seeking a Medicare consultation.
✅ Medicare Parts A & B
✅ Medicare Part D (Prescription Drug Plans)
✅ Medicare Supplement Plans (Medigap)
✅ Medicare Advantage Plans (Part C)
✅ And more...
✅ My services are always free of charge
✅ I work with 8 of the larger carriers in our area, ensuring you have a choice of the best Medicare plans available for your needs during Medicare enrollment.
My Medicare supplement insurance plans provide comprehensive coverage for Medicare beneficiaries seeking budget-friendly solutions for their healthcare needs. For those interested, a Medicare consultation can help guide you through the Medicare enrollment process and explore various Medicare plans available.
My Medicare Advantage plans provide comprehensive coverage for individuals on Medicare who are seeking a more pay-as-you-go approach. Through a Medicare consultation, you can explore a range of Medicare plans that fit your needs, making your Medicare enrollment process smoother.
My dental insurance plans provide day 1 coverage for routine and basic dental care, including cleanings, fillings, and other dental procedures. Additionally, if you're considering your options during a Medicare consultation, my vision insurance plans cover routine eye exams, glasses, and contact lenses, which can be part of your overall Medicare enrollment and selection of Medicare plans.
My final expense plans include coverage for burial and outstanding bills, alleviating this financial burden on family members. As part of your financial planning, consider a Medicare consultation or explore various Medicare plans during your Medicare enrollment to ensure comprehensive coverage.
My hospital indemnity insurance plans provide coverage for individuals to help manage the expenses associated with a hospital stay. You can choose from a variety of plans that fit your budget and needs, and these options pair nicely with Medicare Advantage plans. For those considering their choices, a Medicare consultation can help navigate through the various Medicare plans and streamline the Medicare enrollment process.

If you are ready to get started with your Medicare enrollment, you can fill out your survey. This survey provides me with all the information I need to help you find the best Medicare plans for your needs. It will collect your general information, details about your doctors and hospitals, your pharmacy, medication list, and permission to assist you with your Medicare consultation. If you are not ready yet, just give me a call.
For inquiries regarding Medicare consultation, Medicare enrollment, or Medicare plans, you can reach out via email at JSHEPARD10@OUTLOOK.COM.
Crady Lake Drive, Yulee, FL 32097
Open today | 09:00 am – 05:00 pm |

We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.