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COBRA-to-Medicare Bridge Cost Calculator

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Pro Tip

Mark your Medicare Initial Enrollment Period on your calendar as soon as you know your retirement date. The IEP starts 3 months before your 65th birthday month. Even if COBRA is available, evaluate whether Medicare + Medigap is immediately cheaper — in most cases it is, making COBRA unnecessary at 65.

Difficulty:Intermediate

Did you know?

COBRA stands for Consolidated Omnibus Budget Reconciliation Act of 1985, the legislation that created the continuation coverage requirement. When COBRA was enacted, the typical employer health premium was under $100/month. Today, the full employer + employee premium that COBRA exposes retirees to averages over $700/month for single coverage — a 7x increase that makes the Medicare transition analysis essential.

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Reviewed May 2026
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