There are two trial rights, they cover different people, and they open different doors. Clause (vi) of 1395ss(s)(3)(B) describes an individual who "upon first becoming eligible for benefits under part A at age 65, enrolls in a Medicare+Choice plan under part C or in a PACE program ... and disenrolls from such plan or such program by not later than 12 months after the effective date of such enrollment." That is the person who never had a supplement and chose Medicare Advantage at the outset. Subparagraph (C)(iii) gives them the widest right in the section: any Medicare supplemental policy, subject to the separate rule that closes Plans C and F to beneficiaries who became eligible from 2020 onward.
Clause (v) describes a different person: someone who "was enrolled under a medicare supplemental policy," then "terminates such enrollment and enrolls, for the first time," with a Medicare Advantage organization or a comparable plan, and terminates that enrollment "during any period within the first 12 months." Under subparagraph (C)(ii) they are entitled to the same policy they previously held, from the same issuer, if it is still available. If it is not, the statute limits them to a policy classified A, B, C or F, which CMS's consumer guide renders as Plan A, B, C, D, F or G because the same statute deems references to Plans C and F to be references to Plans D and G for a newly eligible beneficiary. Citing the narrower clause for someone who qualifies under clause (vi) understates a live federal right, and the two are easy to swap.
Both versions run on the same clock, and it opens before coverage ends. For a voluntary disenrollment, subparagraph (E)(iv) sets the application period as "beginning on the date that is 60 days before the effective date of the disenrollment and ending on the date that is 63 days after such effective date." Where the plan terminated the enrollment involuntarily, clause (ii) runs from the date the individual receives notice of termination to 63 days after the coverage ends. Applying inside the earlier part of the window is what avoids a gap between the Medicare Advantage plan ending and the Medigap policy starting. The plan or insurer that ends the coverage has its own duty under subparagraph (D) to tell the individual these rights exist.
The protection is broader than guaranteed issue alone, and that is the detail most often lost. Subparagraph (A) bars three separate things: denying or conditioning issuance, discriminating in the pricing of the policy on health status, claims experience, receipt of health care or medical condition, and imposing "an exclusion of benefits based on a preexisting condition." The third is what distinguishes a trial-right purchase from a purchase during the ordinary six-month Medigap open enrollment period, where the statute still permits an issuer to exclude benefits for a pre-existing condition during the policy's first six months.
Two limits worth knowing. First, subparagraph (F) provides that where an enrollment is involuntarily terminated inside the first twelve months and the individual enrolls again without a gap, the later enrollment can be treated as the initial one, so an interruption outside the person's control does not destroy the right. But no enrollment may be deemed initial "after the 2-year period beginning on the date on which the individual first enrolled." Second, everything above is federal law, which is a floor. States may give broader rights and several do; what a particular state adds is a question for its insurance department rather than something to generalize about.