Rebecca Jackson, Medicare Insurance Broker
Rebecca Jackson
Main Line Benefits
Medicare Broker Licensed in TN, AL, AZ, CO, FL, GA, ID, IL, IN, KS, KY, MI, OH, TX and VA
4+ Years of Experience
Contact Details
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Location
Pleasant View, TN
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Phone
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Website
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Pre-Appointment Form
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LinkedIn
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Rebecca Can Help With:
- Medicare Advantage
- Medicare Supplement
- Prescription Drug
- Dental Plans
- Vision Plans
- Hearing Plans
- Individual / Family Plans
- Group Benefits
- Life Insurance
- Final Expense Insurance
- Critical Illness
- Long Term Care Insurance
- Short Term Care Insurance
- Disability Insurance
- Hospital Indemnity Insurance
- Annuities
About Me
Rebecca Jackson is an independent Medicare insurance broker with Main Line Benefits, specializing in Medicare Advantage, Medicare Supplement (Medigap), and Medicare Part D prescription drug plans. She helps individuals turning 65, retirees, and those already enrolled in Medicare understand their coverage options and choose plans that align with their doctors, prescriptions, and financial goals.
Originally raised on a farm in Southern Illinois, Rebecca brings a strong work ethic and service mindset to her practice. After personally navigating Medicare and healthcare decisions for her aging parents, she saw firsthand how confusing enrollment timelines, penalties, and plan comparisons can be. That experience shaped her commitment to providing clear, education-based Medicare guidance.
Rebecca works with clients throughout Tennessee and is also licensed in Illinois, Indiana, Alabama, Florida, Arizona, Ohio, Colorado, Michigan, Kansas, Idaho, Georgia, Texas, and Virginia. As an independent broker, she represents multiple Medicare carriers, allowing her to compare plans objectively rather than offering a single-company solution.
She assists with:
Initial Medicare enrollment (turning 65)
Medicare Supplement vs. Medicare Advantage comparisons
Part D drug plan analysis
Annual Election Period reviews
Special Enrollment Period transitions
Relocation and coverage changes
Rebecca’s approach is personalized and relationship-driven. She conducts detailed reviews of medications, preferred physicians, and healthcare priorities to ensure clients feel confident in their Medicare decisions.
If you are approaching Medicare eligibility or would like a no-cost review of your current plan, Rebecca is available to provide professional, unbiased guidance.
My Google Reviews
22 Total Reviews (5.0 )
December 29, 2025
Rebecca is a true expert who educates and advises her clients with wisdom and care. We always know clients we refer to Rebecca will be well taken care of.
December 29, 2025
Rebecca is a true expert who educates and advises her clients with wisdom and care. We always know clients we refer to Rebecca will be well taken care of.
November 25, 2025
I contacted 3 agents. Only Rebecca standed out! I even have the desire to give her 6 stars. She did EVERYTHING for me. Helped me call the insurance company, got and confirmed most up-to-date info. She was extremely patient and answered every single question. She has all the necessary tools and software and works efficiently and professionally. I will recommend her to anyone who needs Medicare assistance.
November 25, 2025
I contacted 3 agents. Only Rebecca standed out! I even have the desire to give her 6 stars. She did EVERYTHING for me. Helped me call the insurance company, got and confirmed most up-to-date info. She was extremely patient and answered every single question. She has all the necessary tools and software and works efficiently and professionally. I will recommend her to anyone who needs Medicare assistance.
November 24, 2025
Rebecca has earned my trust. Twice she answered my questions with solid advice contrary to her own self-interest. Thanks for setting me straight, Rebecca.
Q&A with Rebecca Jackson
What do you like most about being a Medicare agent?
Answer: As the caregiver of my aged parents and a Medicare broker, it gives me great satisfaction to help the seasoned population of America. Time spent going through their plan options and helping each client understand how their plan works is very rewarding. Yet, my most favorite part is the time spent with each client.
I have severe rheumatoid arthritis and my biologic medication costs $6,000 per month. How will the 2025 Medicare Part D changes affect someone in my situation?
Answer: For 2025 and 2026, as long as your Rx for your rheumatoid arthritis is in the formulary of the Medicare plan you have you will likely meet your drug plans out of pocket maximum during the year. Keep in mind that you will need to pay the monthly premium for your part D plan (if you have a premium), then you will need to pay the plans deductible for prescriptions that are tier 3 or higher, and finally the out of pocket max for part D in 2025 is $2000 and for 2026 is $2100. Again, as long as your prescription is in the plan's formulary you will have good Rx coverage.
How do discount cards and resources affect my Medicare Prescription Drug plan?
Answer: When you go to the pharmacy and have prescriptions you need to pay for, it can really affect your pocketbook if they aren't preferred generic Rx. When you have access to a dicsount card or savings program it can reduce that strain, but be sure to remember that the savings and payment outside of the prescription plan does not go towards the deductible for your Rx plan.
I’ve talked to a few Medicare agents near me already, and everyone seems to push something different. How do I know you’re genuinely looking out for me and not just trying to make a sale?
Answer: I personally have taken care of my aged parents and witnessed the confusion and bombarding of commercials, mailers, and phone calls attempting to convince them who has the best offerings. I didn't take kindly to this treatment of the seasoned generations. As a result, I make every effort to hear what my clients need and want, share with them their different options, then teach them how to use the plan they've chosen. After their plan is in place I continue our relationship by making sure they are satisfied and able to use their plan throughout the year. Its not just a transaction to me, it a life long relationship.
I missed my Medigap window by a few months and now no one will cover me without underwriting. Why isn't this rule more well known?
Answer: As a Medicare broker I am very aware of the rules and parameters of Medicare, but like most of my friends who are not yet 65, Medicare is a very foreign, far off, unthought of medical plan. In general, people turning 65 are unaware of the way Medicare works until they or a family member goes through the transition themselves.
I've got a Medicare Advantage plan, and I'm curious if my upcoming eye surgery is fully covered or if I'll owe extra out of pocket.
Answer: A person who has a Medicare Advantage plan and needs eye surgery may or may not be fully covered. If it falls under a certain description that is medically necessary it will have a better chance of being covered. Not all eye surgery is medically necessary so it is prudent to clearly communicate with your doctor, billing dept, and your Medicare Advantage carrier to see what is and what is not covered.
Are Medicare Supplement plans the same thing as "Medicare Secondary Insurance"?
Answer: Medicare Supplements are one choice a person can make when looking for Medicare secondary insurance. They are not the only choice.
What are the reasons why I should work with a Medicare agent?
Answer: An agent is very familiar with the plans available in your area. They will know what changed have been made in the plans each year and will be dedicated to finding a Medicare plan that will fit your personal preferences.