Hi all

We have a bunch of users that when connected to the company's VPN Outlook shows not connected, if i send a test email i get "an unknown error has occured"

I turned on logging and the only additional info that gives me is the error code 19992.

I then disconnect the VPN and Outlook shows as connected and i can send the test email.

Whilst on the VPN they can access OWA in a browser with no problem, i can resolve and ping the exchange server's address

I've tried putting an ip entry into /etc/hosts, putting the ip into Outlook's account settings, i also set up Apple's Mail and that connects to Exchange on the VPN 

with no issue.

My Outlook connects to Exchange on the VPN, i suspect this is a network issue but i need more info to give to the network team.

Can anyone suggest where to start testing/looking 

Many thanks

Andy