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GenerationHealth.me
Independent Medicare Broker
(828) 761-3326
Medicare · Wake County NC

I’m 64 and Still Working in Raleigh — When Exactly Do I Need to Enroll in Medicare to Avoid Penalties?

The answer hinges on one number: how many people your employer has on payroll. A 10-minute call gets you the exact answer — free, no obligation.

Where are you in your Medicare journey?
Prefer to just talk? (828) 761-3326
Licensed · NC #10447418
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Direct Answer — Wake County, NC · 2026
If your Raleigh employer has 20 or more employees, your group health plan is primary — you can safely delay Medicare Part B with no penalty. If your employer has fewer than 20 employees, Medicare becomes primary at 65, and you must enroll during your 7-month Initial Enrollment Period or face a permanent 10% Part B surcharge for every 12 months you delayed. In 2026, Part B costs $202.90/month — a 3-year delay would add $60.87/month to that premium for life. For your specific situation in Wake County, call Rob Simm at (828) 761-3326 — free, no obligation.

What happens if I get Medicare enrollment wrong while still working?

These are the four questions I hear most from Raleigh-area workers approaching 65.

01
What if my employer has exactly 20 employees?
At 20 or more, your employer plan is primary and you can delay Part B safely. At 19 or fewer, Medicare is primary at 65 — no exceptions. HR sometimes counts wrong. I verify the number directly.
02
Can I just sign up for Part A and skip Part B?
Yes — Part A is premium-free for most people and doesn’t trigger a penalty. But Part B has the late enrollment penalty. Many workers enroll in Part A at 65 and delay Part B if employer coverage qualifies.
03
What if I retire mid-year — when does my SEP start?
Your 8-month Special Enrollment Period starts the month after your employment ends or your group coverage ends, whichever comes first. Miss that 8-month window and the penalty kicks in.
04
Does COBRA count as creditable coverage?
No. COBRA does not count as employer coverage based on current employment. If you retire and elect COBRA instead of enrolling in Medicare, you will owe the Part B late enrollment penalty. This is the most common mistake I see.
⚠️ The Part B Penalty Is Permanent

The 10% surcharge for each 12-month period you delayed is added to your Part B premium for life. There is no cap, no forgiveness, and no appeals process. A 3-year delay = 30% higher Part B premium forever. In 2026, that’s an extra $60.87/month on top of $202.90 — for life. One phone call to verify your employer size prevents this entirely.

What does a broker check that Medicare.gov doesn’t?

What do you need to know?Medicare.govRob Simm — NC #10447418
Employer size verificationTells you the 20-employee rule existsI call your HR and verify the exact count before you make a decision
Penalty calculationShows the formula — 10% per 12 monthsI run the math with your specific delay period and show you the lifetime cost
SEP timelineSays you get 8 months after employment endsI map your exact start date, end date, and enrollment deadline on a calendar
COBRA trapBuries the COBRA exclusion in fine printI flag it immediately — COBRA does not protect you from the penalty
CMS-L564 formDoesn’t mention it unless you searchI tell you to get it from HR before your last day — it’s your proof of coverage
Ongoing supportDifferent agent every call, hold timesSame broker, same phone number, same answer next year

What are the key Medicare costs for Wake County residents in 2026?

$202.90
Part B premium per month
2026 standard rate. Higher with IRMAA surcharge based on income above $106,000.
$283
Part B annual deductible
You pay this before Medicare covers 80% of outpatient care.
$9,350
MA in-network out-of-pocket max
2026 cap on in-network Medicare Advantage spending.
$2,100
Part D out-of-pocket cap
No catastrophic Rx costs in 2026. Insulin capped at $35/month.
💡 Broker Tip — Wake County

If you work for a Raleigh-area employer with between 15 and 25 employees, do not rely on HR’s word alone — the 20-employee threshold is based on the number of employees the company had for 20 or more calendar weeks in the current or preceding year. Seasonal fluctuations can push a company above or below the threshold year to year. I verify this directly so you don’t find out the hard way at enrollment.

— Rob Simm, Licensed Medicare Broker, NC #10447418
10 minutes. You'll know where you stand.
Rob Simm · Licensed NC Medicare Broker · NPN #10447418

Now pick how you want to move forward — your pace.

PLAN MATCH · 3 MINUTES
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Prefer to just talk? (828) 761-3326

Licensed in North Carolina · Serving NC residents only
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What does a Part B penalty actually cost over a lifetime?

Didn’t verify employer size
+$60.87/mo
Worked 3 years past 65 at a company with 18 employees. Assumed employer plan was primary. Now pays a permanent 30% Part B surcharge — $60.87/month extra on top of $202.90, for life. Over 20 years, that’s $14,609 in avoidable penalties.
Called Rob first
$0 penalty
Called before turning 65. Rob verified employer had only 18 employees — Medicare was primary. Enrolled during IEP. Zero penalty. Same doctor, same coverage, $0 extra per month. Total cost of the phone call: 10 minutes.

How much does it cost to talk to a Medicare broker?

It doesn’t — because I get paid by the insurance carrier to manage your plan. Most call centers get paid more to steer your business toward certain carriers based on volume and contracts. The only thing I’m optimizing for is making sure you’re covered correctly when you actually need it. That’s what keeps people coming back. And referring their neighbors.

Frequently asked questions
Can I delay Medicare if I’m still working past 65 in Wake County?
Yes — but only if your employer has 20 or more employees and you’re covered by the employer’s group health plan. If your employer has fewer than 20 employees, Medicare becomes primary at 65 and you must enroll during your Initial Enrollment Period to avoid a permanent Part B penalty. Call Rob Simm at (828) 761-3326 to verify your specific situation.
What is the Part B late enrollment penalty in 2026?
The Part B penalty is 10% of the standard premium ($202.90/month in 2026) for each full 12-month period you could have had Part B but didn’t. A 2-year delay adds $40.58/month to your premium — permanently. The penalty never goes away.
How do I prove I had creditable employer coverage?
Request a CMS-L564 form (Request for Employment Information) from your employer’s HR department. This form proves you had group health plan coverage based on current employment. Without it, Medicare may not waive the late enrollment penalty. Get this form before your last day of work.
What is the Medicare Special Enrollment Period for people who work past 65?
When you or your spouse stop working or lose employer group health coverage, you get an 8-month Special Enrollment Period to sign up for Part B without penalty. This window starts the month after employment ends or the coverage ends, whichever comes first. Do not wait — the 8-month clock starts automatically whether you act or not.
Are there Medicare brokers in Wake County, NC?
Yes — Rob Simm at GenerationHealth.me serves Wake County and all 100 NC counties. Licensed NC #10447418, AHIP Certified. Call (828) 761-3326 for a free 10-minute consultation — no cost, no obligation.
RS
Robert Simm
Licensed Independent Medicare Broker
Helping NC families navigate Medicare since 2014. Independent — I work with all carriers and get paid the same regardless of which plan you choose. I verify provider networks with Duke Health directly and answer my own phone the next year when something changes.
📞 (828) 761-3326 📋 NC #10447418 🏥 AHIP Certified ⭐ 5.0 · 20+ reviews 📍 2731 Meridian Pkwy, Durham NC 27713 🕐 Mon–Fri 9am–7pm ET
Last Updated: 2026-05-04  |  Reviewed By: Robert Simm, Licensed Medicare Broker, NC #10447418  |  Next Review: October 2026
We do not offer every plan available in your area. Please contact Medicare.gov or 1-800-MEDICARE (1-800-633-4227) for information on all of your options. GenerationHealth.me and Robert Simm are independent agents not affiliated with or endorsed by the U.S. government or the federal Medicare program. This is a solicitation of insurance. A licensed agent may contact you. Information on this page is for educational purposes only and should not be considered legal or financial advice. Plan availability, premiums, and benefits vary by location and carrier. © 2026 GenerationHealth.me
10 minutes. You'll know where you stand.
Rob Simm · Licensed NC Medicare Broker · NPN #10447418

Now pick how you want to move forward — your pace.

PLAN MATCH · 3 MINUTES
Let's start with you.

Prefer to just talk? (828) 761-3326

Licensed in North Carolina · Serving NC residents only
No pressure · No sales pitch · Your data never sold