[samiv]

Since you mentioned Outlook.. at work we use Outlook 2019 and its exactly like you mention.

The user interface is littered with useless crap, the File menu goes back to this weird completely new different UI layout etc etc.

And the best part is that if the VPN goes temporarily down it fails to send/receive new emails until it has been restarted.

Let me say that again.

It fails at its core functionality if there's a glitch in the network and cannot send or receive emails. That's just a next level of incompetence.

[ethbr1]

Apparently you weren't there when Lync^H^H^H^HSkype for Business would retry an incorrect password infinitely, until it locked a user account.

Yes, even when running on an unconnected session on a Windows server/VDI somewhere.