MMedicare with MilesCompare Plans

Turning 65 • Georgia & Oklahoma

Turning 65? Get help with Medicare enrollment.

I’m Miles Shaddy, a licensed Medicare insurance agent helping clients in Georgia and Oklahoma prepare for Medicare. We can work through enrollment timing, current coverage and plan options before you make a decision.

Miles Shaddy, licensed insurance agent serving Middle Georgia
Miles Shaddy
Licensed Insurance Agent

Your 7-month window

Start thinking about Medicare several months early.

Starting early gives you time to understand enrollment and compare options without rushing.

01

3 months before: Start early

Learn whether you need to enroll, gather information, and compare coverage paths.

02

Birthday month: Your milestone

Generally, your Initial Enrollment Period includes your birthday month. If your birthday is on the first day of a month, your Medicare timeline shifts earlier; confirm your dates before applying.

03

3 months after: Your window continues

You may still enroll, but waiting can delay coverage.

Medicare’s four parts, in plain English.

Part A: Hospital insurance

Part B: Medical insurance

Part C: Medicare Advantage

Part D: Prescription drug coverage

Compare coverage paths ↗

Before you enroll

Still working at 65?

Your current coverage matters as much as your birthday. Discuss your situation before delaying Medicare or ending another policy.

Coverage based on your or your spouse’s current employment may let you delay Part B. Employer size and how the plan coordinates with Medicare matter. COBRA and retiree coverage do not work the same way as coverage based on current employment.

If you qualify, the Part B Special Enrollment Period generally lasts eight months after the employment or the coverage based on that employment ends, whichever happens first. Other coverage choices can have shorter deadlines, so plan ahead to avoid a gap. If you contribute to a Health Savings Account, review Medicare’s effect on your contribution eligibility before enrolling.

Check your situation with Medicare.gov’s enrollment guide →

A practical starting point

Prepare for your Medicare conversation.

You do not need to choose a plan before asking for help. Start with your coverage needs and the dates that matter to you.

Confirm your enrollment status

Check whether you will be automatically enrolled or need to apply. If you already received a Medicare card, review the Part A and Part B effective dates. We can discuss which questions to resolve with Social Security.

List your doctors and medications

Bring your preferred doctors, hospitals, medication names and dosages, plus your pharmacy. These details help make a plan comparison specific to the care you use.

Understand prescription coverage →

Compare coverage paths

Discuss Medicare Advantage and Original Medicare with a Medicare Supplement policy. Consider premiums, costs when you receive care, provider access, travel and prescription coverage.

Compare Advantage and Supplement →

Review Medigap timing separately

Medicare enrollment and Medigap enrollment follow different rules. Your Part B effective date can be important when considering a Supplement policy.

Learn about Medigap enrollment →

Personal help

Serving Georgia and Oklahoma.

I help people turning 65 in Macon, Warner Robins, Dublin, Eastman and nearby Middle Georgia communities, and continue serving Enid, Ponca City, Oklahoma City, Tulsa and surrounding Oklahoma communities.

Phone and virtual consultations let us review your questions wherever you live within my service areas. We’ll start with your ZIP code, current insurance, planned retirement date and healthcare priorities.

Explore the areas I serve →

Turning 65? Let’s make a plan together.

Whether your birthday is months away or right around the corner, a short conversation can help you know what comes next.