On iOS 26.4.2 and I have noticed a similar bug only present in parent/guardian or organizer apple family accounts. It does not happen to adult accounts and I have not checked child account yet. I filter user selected applications in the device activity report extension and a couple times a day it will just fail to match any tokens. Only way to fix it is to open a FamilyActivityPicker and close it (Works even with one that is not related to the FamilyActivityPicker the user uses to filter the applications in the device activity report).