I'm retiring soon

I'm retiring soon

Does retirement qualify me for a Special Enrollment Period?

Leaving employer coverage at retirement is a qualifying life event. If you retire before 65, you have 60 days to move onto a marketplace plan, and retirement-year income often qualifies you for meaningful savings. If you are 65 or older, dropping employer coverage opens a Medicare Special Enrollment Period for Part B and a Part D or Medicare Advantage plan without late penalties. Retirement is also when annuities come into focus, converting part of your savings into income you cannot outlive while leaving the rest invested.

Read the retirement guide

Prefer to talk it through? Call (571) 571-1491

Special Enrollment Period windows and eligibility depend on your specific situation and documentation. This page is general information, not an offer of insurance or legal, tax, or financial advice.

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Scudo Benefits Group LLC

Independent insurance agency licensed in DC, FL, MD, MI, OH, TX and VA. NPN 22224104 · VA License #1585974 · Alexandria, Virginia

(571) 571-1491 · austinw@scudobenefitsgroup.com

There is no fee for our services; you pay only your plan's premium.

We do not offer every plan available in your area. Any information we provide is limited to the plans we do offer in your area. Please contact Medicare.gov or 1-800-MEDICARE, or your local State Health Insurance Assistance Program (SHIP), to get information on all of your options.

Scudo Benefits Group is not affiliated with or endorsed by the U.S. government, the Centers for Medicare & Medicaid Services, Medicare, or any state marketplace.

© 2026 Scudo Benefits Group LLC. This site is for informational purposes and is not an offer of insurance, nor legal, tax, or financial advice.