I have an issue for a few days, pulling my hair.
Setup is SBS 2008, latest updates, with Exchange 2007 SP3. The problem is that my domain local users are getting prompted for credentials non-stop using outlook 2007.
What the credential popup asks for, is for remote.domain.com login (Welcome to mail.domain.com). It seems to be a base authentication login prompt.
I have tried many things in the exchange connection setting on the clients, trying using NTLM auth, disabling connecting over http, installed sp3 for exchange, tried enabling kernel mode authentication for the windows auth in the authentication section of each of the IIS exchange folders, i've set all the SSL settings to accept the certificates as well for each sub-site.
On client side, ive tried re-creating the profiles, deleting that windows protect folder that keeps credentials in appdata..
Nothing seems to work.
One thing i've noticed, is that remote.domain.com points to the local ip. Is that OK/normal ?
I got a godaddy UCC certificate installed on the SBS. The issue started to appear since i've installed that certificate. I've tried installing the certificate on the clients by right clicking the certificate and choosing install, but it didn't change much.
Really tired of messing with this one, if anyone could give an advice i'll be more than happy.