Windows 2008R2 and 2003 DCs Exchange 2007 two servers, one client access/hub server, one mailbox server. Outlook Anywhere is configured. Windows Vista, Windows 7 Clients, Mix of Outlook 2007/2010.
Here's what's happening:
On the LAN: Clients occasionally get prompted for password, never fails to authenticate.
From the Outside: Clients almost always get prompted for password, it will either work, or prompt for password over and over and over.
I see three places for me to make adjustments here:
The client and choose NTLM or Basic authentication, since this is over HTTPS, I have no preference.
The directories in IIS on the OWA server have authentication properties you can set, I've ticked a few of these on and off to no avail (basic, windows integrated, etc).
From Exchange Management Console, you can choose basic or NTLM.
I imagine these all need to align, but what's the RIGHT way to set this up? I've tried to find some authoritative Microsoft articles, but I'm banging my head on the table here.