iPad not checking in

For context, a similar incident occurred with us, but we quickly understood the reason behind it. Lately, we have been facing some problems with log retention and were instructed to clear out pending, canceled, and hung-up requests. While doing so, inadvertently, we canceled some pending MDM renewal commands just days before they were supposed to expire, leading to the issue. 

TLDR: A command set to renew the expiration of the MDM profile may have been canceled (not confirmed but highly likely), which in turn caused the issues. A quick reset of the device can fix the problem and is what resolved it for us with the few devices that had this issue.