Our Services — Medicare — Turning 65

Turning 65? Here’s Your Guide to Getting Started with Medicare

Turning 65 comes with a lot of decisions. This guide walks you through the timeline, your options, and what to watch out for, so you can approach Medicare with confidence instead of confusion.

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Your turning 65 timeline

When to Start, and What Happens When

Most people become eligible for Medicare the month they turn 65. Your Initial Enrollment Period gives you a 7-month window to sign up without a late penalty.

1

3 months before your birthday month

Your Initial Enrollment Period begins. This is a good time to start comparing your options.

2

Your birthday month

The month you become eligible. If you enroll now, coverage may start with a short delay.

3

3 months after your birthday month

Your Initial Enrollment Period ends. Enrolling by this point helps you avoid a late enrollment penalty.

Key Decisions to Make Before You Enroll

  • Are you still working? — If you have employer coverage, you may be able to delay Part B without a penalty. You can still work and opt out of your employer’s coverage if it makes more sense to take Medicare and secondary coverage. We can help you compare.
  • Original Medicare or Medicare Advantage? — Decide whether you want Original Medicare (with an optional Medigap and Part D plan) or an all-in-one Medicare Advantage (Part C) plan.
  • Do you take regular prescriptions? — If so, prescription drug coverage should factor into your decision from the start.
  • Do you want to keep your current doctors? — This can influence whether Original Medicare with Medigap, or a specific Medicare Advantage network, is the better fit.

Enrollment timelines and rules can vary based on individual circumstances, such as disability status or existing employer coverage. This guide provides general information only.

Who this guide is for

This Guide Is a Good Starting Point If…

  • You’re turning 65 in the next several months
  • You’re retiring soon and losing employer coverage
  • You’ve heard Medicare has “parts” and “enrollment periods” but aren’t sure how they fit together
  • You want a checklist to work through, rather than researching from scratch

Why call Lifelong Insurance Agency

A Guide Is a Starting Point. We’re Here for the Rest.

This guide can help you understand the timeline and the big decisions ahead, but every situation is a little different. That’s where talking to an independent agent helps.

Independent, not captive

We compare Medicare options from multiple reputable carriers, not just one.

No cost to you

Our guidance is always free, with no obligation to enroll.

Personalized to your situation

We factor in your medications, doctors, and budget, not just general rules.

A resource beyond enrollment

We remain available to you for as long as you have coverage.

Carriers we represent

Backed by Trusted, Well-Known Insurance Companies

Because we’re independent, we’re able to compare plans from multiple reputable carriers, including:

Aetna Humana Mutual of Omaha UnitedHealthcare

…and other regional and national carriers, depending on your state

Carrier availability varies by state and plan type. This is not a complete list of every company we represent.

Medicare FAQs

Common Questions About Medicare

Do I need to sign up for Medicare, or does it happen automatically?

If you’re already receiving Social Security benefits, you may be enrolled automatically in Part A and Part B and receive your Medicare card 3-5 months before your 65th birthday month. If not, you’ll generally need to actively sign up during your Initial Enrollment Period.

If I’m not automatically enrolled in Medicare Parts A and B, how do I sign up?

Visit ssa.gov/medicare/sign-up or your local Social Security office to sign up. You’re not signing up for Social Security benefits unless you want to.

What happens if I don’t enroll on time?

Missing your enrollment window can result in a late enrollment penalty for Part B and/or Part D, which may be added to your premium for as long as you have that coverage. Some exceptions apply, such as having qualifying employer coverage based on your or a spouse’s “current” employment.

Can I have both a Medicare Advantage (Part C) plan and a Medicare Supplement (Medigap) plan?

No. Medigap plans are designed to work alongside Original Medicare, not Medicare Advantage. You would generally choose one path or the other.

Can I change my plan later if it doesn’t work out?

It depends on several factors, like which plan option you start with. Medicare has specific enrollment periods each year, such as Annual Enrollment, where you can review and change your coverage, and state-specific rules may apply.

Does Medicare cover dental, vision, and hearing?

Original Medicare generally does not cover routine dental, vision, or hearing care. Some Medicare Advantage plans include these as added benefits.

How much does Medicare cost?

Costs vary based on your income level, the parts and plans you choose, and where you live. We’re happy to walk through your specific situation at no cost.

Answers above are general and for educational purposes only. Individual circumstances vary. This is not a complete list of Medicare rules or exceptions.

What clients say

Real feedback from people we’ve helped

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Blanca Barrera
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Chad was recommended to me by a family member. He was very professional and answered any questions we had. He always kept his appointment times. I will definitely recommend him to additional family and friends
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Jeff Anderson-57
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Chad is easy to work with and very prompt with his scheduled meetings. He is also very informative and knowledgeable in his work. He helped us navigate the complexities of getting everything in order for our retirement health services.
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Cindy Fisher
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Great service and thoughtful explanation of many choices available.
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joan burkholder
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Working with Chad has been a great help for my husband and I. We have complete confidence in his help!
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Chris Fisher
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Chad did a great job explaining the complex MEDICARE options to us in a simple and easy to understand manner. We then were able to choose the options that made the most sense for us and were very cost effective. The fact that Chad does not represent just one carrier allows him to offer the best rates and programs from all of the insurance companies. Super nice guy and great to work with. Very patient and kind with NO high pressure sales tactics. Highly recommend Chad Cason-
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SAM ATL
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My retirement plan changed suddenly and needed to move forward with setting up my Medicare, Plan D and supplemental plans. Chad was recommended to me and I would recommend him to anyone else. He is there to answer questions, even if you're not yet ready to purchase a plan. He is a tremendous resource. When I was ready to purchase, he took care of everything that he could. Mostly, I just had to sign my name.
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Jim Joyce
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Very knowledgeable, and helpful. I felt like Chad had my best interest at heart.
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Tara Boyce
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Chad Cason and his administrative assistant are the best. They work as a team and always get back and follow up on all questions and task. Chad was very patient with me when I changed my retirement date several times. Chad was very informative and looked at the best plans to address my needs and present prescription's. If I had a question, he would always get back with me. I highly recommend Chad Cason as your Medicare coach. He will lead you in the best direction and set you up with the best plan to address your individual needs.
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Ready to Map Out Your Medicare Timeline?

Turning 65 doesn’t have to mean figuring it all out alone. We’ll walk through your timeline, your options, and your questions together, at no cost to you.

We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov or 1-800-MEDICARE (TTY users should call 1-877-486-2048), 24 hours a day/7 days a week, or your local State Health Insurance Assistance Program (SHIP), to get information on all of your options.