Medicare Open Enrollment 2020 starts Oct 15 and ends Dec 7th. This is the time when you can change your Medicare Part D drug plans.
Medigap can be changed ANYTIME. Plan and carrier changes subject to review of health history and medications by an underwriter.
I can pre-screen your history and in most cases, let you know if you have a good chance of being approved or not.
If you want coverage effective . . .
October 1, last day to apply is Friday 9/27 before noon
November 1, last day to apply is Friday, 10/18 before noon
December 1, last day to apply is Friday, 11/8 before noon
January 1, last day to apply is Friday, 11/20 before noon
All the carriers are very busy during open enrollment. It is not unusual for applications submitted after Thanksgiving to be processed and approved mid to late January.