Reviewed by Russell Noga, Licensed Medicare Insurance Broker (all 50 states) — Last updated October 27, 2026
Key Takeaway
Medicare Supplement guaranteed issue rights by state start with the same federal 63-day rights everywhere, and roughly 20 states add more: New York and Connecticut sell Medigap without health questions all year, Massachusetts insurers do so in practice, and 16 states give current policyholders a yearly birthday window. Missouri, Maine, Washington, Minnesota and Rhode Island use other rules, so your options in 2027 depend heavily on where you live.
2027 by the Numbers
2 states
Guarantee Medigap sales to people 65+ all year: CT and NY (KFF, Oct. 2026)
16 states
Have a birthday-rule switching window (KFF, Oct. 2026)
20 states
Give current Medigap holders some switching protection (KFF, Oct. 2026)
Jan. 1, 2027
New Mexico’s birthday window takes effect (SB 21, 2026)
Outside your first six months, a Medigap application usually means health questions, unless your state says otherwise. A retiree in Hartford can change policies in any month without a single medical question, while a neighbor across the line in Rhode Island may only get that chance in the fall, and only after leaving Medicare Advantage.
Below, every state’s extra rule sits in one table built from the NAIC chart (May 11, 2026), KFF’s October 2026 review and the statutes behind them, with start dates for the seven states that acted between mid-2025 and January 2027.


