Have a weird issue.
We are currently migrating our domain, we are also upgrading office from 2013 to 365.
The user will logon to the new domains account while on the old one.
When on the VPN if a user logins they will keep getting the windows security password pop up for outlook.
The other apps like word and teams will be logged in with the new domain account.
Now if a user logins at one of our offices it authenticates first time, everytime. If the user logins on a seperate office PC, the remote one they were trying to authenticate on Pulse outlook will start working.
It's super weird, not sure what could be causing it to get blocked for the initial login. I have tried every uninstall, reinstall and reg fix possible on the client. It's pointing to something on the VPN.
The 365 admins have also told me nothing is locked down in terms of trusted site, subnet etc. That would be turned on after the migration.