Still Working Past 65 or Planning to Retire Soon

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Still Working Past 65 or
Planning to Retire Soon?

Medicare decisions work differently when you have employer coverage. 

Timing matters more than most people realize. 

If You’re Still Working 

You may be allowed to delay Part B, but only if: 

  • Your employer has 20+ employees  
  • Coverage is considered creditable 
  • You understand HSA contribution rules 

Delaying incorrectly can lead to permanent penalties. 

We help you determine whether delaying makes sense. 

If You’re Retiring Soon

When employer coverage ends, you typically have: 

  • 8 months to enroll in Part B 
  • 2 months to enroll in Part C or Part D 

You may need your employer to complete Form CMS-L564 before submitting to SSA.gov. 

Planning ahead avoids: 

  • Coverage gaps 
  • Penalties 
  • Rushed decisions
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What About Part A?

Some enroll at 65. 
Others delay due to HSA contributions. 

This decision should be intentional. 

We help you coordinate Medicare with your retirement timeline. 

If you prefer learning by video, this short overview explains how Medicare works when you’re still working or preparing to retire.

What Our Customers Say

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Ronda Smith
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Mike helped us register for coverages now that we both are starting Medicare. His help was invaluable.
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Jerry Duvall
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I wanted to give a big shout-out to Michael Jones and his mentor, Mike Bauer with Houston Independent Insurance - Medicare Insurance Agent, located in Pearland, TX. I'm about to turn 65 and have been overwhelmed with the whole "Medicare enrollment" thing. I made an appointment with Mike Bauer through Senior Health Services, that's advertised on The Michael Berry Show on KTRH and I'm glad I did. Both gentlemen sat down with me and answered a lot of questions concerning the various options, this plan vs. that plan, etc. and I left there feeling much better about the whole thing and with a much better understanding of my options. I HIGHLY recommend you giving these gentlemen a call, set up an appointment and let them help you walk through all of the muckety muck; you'll be glad you did. Mike and Mike will be my go-to people when I actually sign-up for Medicare and I know they'll be there for me every step of the way!! Thank you BOTH for your time and attention today!
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Mike Loreman
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Mike Bauer was very knowledgeable in advising us on setting up Medicare Part B and efficient in getting us signed up for part C and D supplements. We heartily recommend working with Mike on getting you set up with all things Medicare.
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Walter Tutor
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All the team was outstanding professional and very patient and treated me like family.
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Hung Nguyen profile picture
Hung Nguyen
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Amazing experience. Great customer service. Mike is highly knowledgeable and thorough! He made a very overwhelming and confusing situation much much easier.
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Olivia Hopper profile picture
Olivia Hopper
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Mike made signing up for Medicare so much easier than attempting to do it on my own. Mike is easy to talk to, knowledgeable and follows through. His staff is friendly and helpful and I know that I can call at anytime for assistance. Highly recommend Mike's services!
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Teri Kubecka
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I was referred to Mike Bauer from my neighbor and friend. She had a positive experience with him so decided to give him a try. Turning 65 and facing Medicare options is very overwhelming! Mike simplified the process and explained my options without confusing me lol. It cost me nothing and made a complicated matter simple. I will confidently refer him when asked!! Thank you Mike.
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Sherilyn
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Mike is fantastic to work with! Truly knowledgeable about ALL things Medicare!
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Shaun Anzaldua
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Mike Bauer and his staff at Houston Independent Insurance deserve a ten star rating! I could not have made my way through process of signing up for Medicare without Mike. He is truly an expert, and took the time to explain everything so that I understood my choices and could make an informed decision. In my case, the decision was whether to stay with my current insurance or sign up for Medicare. Mike sent me a complete breakdown of the Medicare costs based on my income, and went through all the options with me. It turned out I could get a much better plan through Medicare. Had I not spoken with Mike, I would have been too overwhelmed by the process of signing up for Medicare. I would have continued to pay more for less coverage. I would enthusiastically recommend Mike Bauer to anyone who needs assistance with insurance. Thank you Mike, for your kindness, caring, and expertise. It’s been a blessing to work with you.
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Abbie Eiley
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Mike is very knowledgeable and helpful. He is very patient and easy to work with. I highly recommend him.

Have questions about your specific situation? 

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