Club 710622...
This is user error. You have not properly keyworded the multiple occurrences of the "Toastmaster / General Evaluator" role. The sign-up sheet functionality was only looking at who was assigned to the *last* occurrence of a role (nobody since you did not keyword the roles) which is what led to the results you see. I just changed the signup sheet code to look at who is assigned to the first occurrence, but this is just a work around for a user caused situation. You need to fix the keywording issue (lack of) or you will run into other issues with agendas.
Please review our online docs on the proper use of keywording multiple occurrences of an agenda role.
support.toastmastersclubs.org/doc/item/editing-an-agenda