Hi Doug - thanks for the quick reply. The students are in two Sections, but with the same Role. When I view this students User Details, I do see separate enrollments listed for this same course, differentiated by the Role. However, all of our students are in the system in this way, and the vast majority do not have the flag issue. Below is a screenshot of the issue student, as well as another student who has been in the course and doesn't have the flag.

And below is one more student with the flag, but that has activity logged. On both students, I see that the last activity has the same timestamp across both roles/sections. So I'm thinking there isn't a pending/non-pending enrollment or roll?

And yes, when viewing their Memberships, I see more than one listed (see below). However I also see this on a student who does not have the pending flag.

Thank you for jumping in - hope these screenshots help