Jamf Pro (Cloud based) Login Expired doing iOS Update remote command

New Contributor II

I am trying to get all of our iPads up to 14.2 .. some (around 580) are still sitting on 13.6 .. I have been trying to run update action remote commands for about a month now and the session always times out and logs me out while it's spinning (loading icon?) after submitting the remote action. Half of my iPads never get the command because of this.. why is the login so short?! Any way to extend it in Jamf Cloud?