Working Past 65? Understand Your Medicare Options
If you or your spouse are still working, Medicare decisions can be more complicated. Our local licensed agents help Central Oregon residents understand what questions to ask before deciding when and how to enroll.
No-cost consultation. No pressure. Local Central Oregon guidance.
Who this page is for
Built for Central Oregon residents still working at 65 who want to understand how employer coverage and Medicare timing fit together — for themselves or a spouse.
You are turning 65 and still working
Your spouse has employer coverage
You are unsure about Part B timing
You contribute to an HSA
You want to compare employer coverage with Medicare options
Important questions to ask
These are some of the questions Central Oregon residents often want to sort through before deciding when and how to enroll.
How we help
A local process built to help you understand your Medicare options without pressure.
Step 1
Review your situation and timeline
Step 2
Help you understand Medicare plan options
Step 3
Compare options from the plans we represent
Step 4
Help you prepare questions for HR/benefits
Step 5
Provide year-round support
Local Central Oregon trust
Work with a local agency serving Central Oregon.
Health Insurance Options LLC is a licensed independent insurance agency serving Bend and Central Oregon, helping local residents understand Medicare plan options.
Serving Bend and Central Oregon by phone, online, and by appointment.
Consultations are available by phone, online, or by appointment for Central Oregon residents.
Request local Medicare help
Tell us a little about your timing and coverage questions. A licensed local agent can help you understand Medicare plan options and the questions to bring to your HR/benefits department.
Working Past 65 Medicare FAQ
Do I have to enroll in Medicare if I am still working?
Should I keep employer coverage or move to Medicare?
Can I contribute to an HSA after enrolling in Medicare?
What is creditable coverage?
Can you help me compare Medicare options if I am leaving employer coverage?
Helpful Medicare links
Explore related Medicare pages for Central Oregon residents.
Turning 65 in Bend
Review a simple Medicare checklist for the months around your 65th birthday.
Visit page →Compare Medicare Options
See how local licensed agents help Central Oregon residents compare Medicare coverage options.
Visit page →Medicare Part D
Learn how prescription drug coverage works and what questions to ask before you enroll.
Visit page →Medicare Supplements
Understand how Medigap works alongside Original Medicare.
Visit page →Contact Us
Schedule a consultation by phone, online, or by appointment with a licensed local insurance agent.
Visit page →Need help sorting out Medicare while still working?
Talk with a local licensed insurance professional serving Central Oregon — no cost, no pressure.
Mon – Fri, 9:00 AM – 5:00 PM Pacific. We typically respond the same business day.