GCPW automatically ending session

I have one user that reports that random times during the week he gets a message saying his session has timed out and he needs to log in again and authenticate with 2FA. This wouldnt be an issue except it stops him from being able to remote into the computer as it doesnt allow windows to be logged in until the session is authenticated again. In my admin console the session timeout setting is set to never expire. I have installed GCPW again already.

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