Do you have JAMF Connect configured to allow offline authentication?

@AJPinto Can you clarify where the screenshot is located/from?

Here is the screenshot from the affected system. Can you take a look? Thank you!

Bumping this up to see if anyone else is able to further assist with this issue.

Are you using the Jamf Connect Configuration to edit/upload your plists in the Config Profile in Jamf for Jamf Connect? Thats where that screenshot is from.  You can DL the tool in your resources on your Jamf account.