New to Medicare

Contact us to learn more

Whether you're eligible for Medicare coverage now or will be soon, we can help you understand your options. 

Ready to enroll?

If you are new to Medicare, or if you qualify for special enrollment, you can enroll in a Dean Health Plan Medicare Advantage plan online.


You are Medicare-eligible if you are a legal U.S. resident and one of the following applies to you:

  • You are age 65 or older
  • You are any age and have a qualifying permanent disability

The ABCDs of Medicare

When to sign up for Medicare

Initial Enrollment Period (IEP)

This is the seven-month period during which you can enroll in Medicare for the first time. Often this enrollment period occurs when you turn 65 or when you leave an employer-based plan after 65. If you are enrolling for the first time due to disability, your IEP timing is based on your disability date.

Annual Enrollment Period (AEP)

You can make changes to your medical and prescription drug coverage every year from Oct. 15–Dec. 7. Your changes are effective Jan. 1 of the following year.

Open Enrollment Period (OEP)

From Jan. 1 - March 31, if you currently have a Medicare Advantage plan you may switch to another Medicare Advantage plan, or disenroll from your current Medicare Advantage plan and return to Original Medicare.

Special Enrollment Period (SEP)

This is a period when Medicare recipients may change medical and prescription drug coverage outside of AEP, if they meet certain requirements and have a qualifying event, such as moving to a new service area or leaving an employer-based plan. Learn more about SEP.

Questions about your qualifications? Contact Dean Advantage Sales Support at 1-877-234-0126 (TTY: 711). For more information about Medicare eligibility and enrollment policies and limitations, visit or call 1-800-MEDICARE (1-800-633-4227).

Medicare resources

Medicare booklets

Wisconsin contacts

If you live outside of Wisconsin and are looking for contact information, or the agency you are looking for is not listed, see the government Medicare site.

Organization nameAgency nameCan answer my question aboutContact information
1-800-Medicare1-800-MedicareGeneral Medicare and health plan information, ordering Medicare booklets.Toll Free: 800-633-4227, 24 hours a day/7 days a week
CMS RO Centers for Medicare & Medicaid Services Regional OfficeCMS, Chicago Regional OfficeInformation on local seminars and health fairs on Medicare health plan choices or to report a complaint directly to CMS.

Phone: 312-353-7180
See website

Railroad Retirement Board
(For Railroad Retirement beneficiaries only)
Railroad Retirement Board (RRB)RRB benefits, lost RRB Medicare card, address change and enrolling in Medicare.Toll free: 877-772-5772
See website
State Health Insurance Assistance ProgramWisconsin - SHIPMedigap policies, long-term care insurance, Medicare health plan choices, Medicare rights and protections and help with filing an appeal.Toll free: 800-242-1060
Local: 608-267-3201
Spanish: 888-701-1255
See website
Social Security AdministrationSocial Security Administration (SSA)Address changes, Medicare Part A or Part B, lost Medicare card and Social Security benefits.Toll free: 800-772-1213
See website
State Department of InsuranceOffice of the Commissioner of Insurance of WisconsinMedigap policies available in my area and insurance questions.Toll free: 800-236-8517
Local: 608-266-3585
See website