Hi @MichaelMedwid , From your log it seems you are using the "new" feature connect before login, not pre-logon, is that right? I haven't had a chance to test the new method (not 10.0), but the error message indicates that FW is failing to match client config for the connected agent. Previously with Pre-Logon method, PC was establishing tunnel to FW with "hardcoded" username "pre-logon". The login process is absolutely the same as if end user is connecting (it first connect to gp portal, get config, connect to gp-gateway). Once user logins to Windows GP will rename/re-establish the tunnel with the actual user and replace (which will again go through the same process, gp portal, config, gp gateway). Which means that in your portal and gateway client config you need to have config that will match username "pre-logon", either config specific policy matching this user, or have "any" for matching criteria. Looking at your log it seems this is not exactly the case as you can see the actual username in the portal login event. But I still believe the problem is that your user is not matching any client config under the gp portal. How it is configured? What you have for matching criterias? I am not sure if understand @reaper as GP 5.2 new features guide says: Because Connect Before Logon prompts you to authenticate twice on the portal and gateway when logging in to the Windows endpoint for the first time, the Authentication Override cookie is not working as expected. https://docs.paloaltonetworks.com/globalprotect/5-2/globalprotect-app-new-features/new-features-released-in-gp-app/connect-before-logon.html
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