Hi,
since i wasted over a day for this, i just want to share this, it might help someone:
Behaviour is that existing/migated or new Outlook-Profiles doesnt matter, every Outlook-Start it promts for Credentials (once). Ive you put it in, Outlook works fine, ive not Outlook closes.
Ive you set a Registry Key to not promt for auth and open outlook it just sais "Could not connect..." and closes.
For Some Reason it could not authenticate through NTLM / Windows Integrated.
Exchange is two Server 2013 CU9, working with Single Name with DNS Round Robin.
Everything is configured for NTLM:
Get-OutlookAnywhere | Set-OutlookAnywhere -ExternalClientAuthenticationMethod NTLM
Get-OutlookAnywhere | Set-OutlookAnywhere -InternalClientAuthenticationMethod NTLM
Get-OutlookAnywhere | Set-OutlookAnywhere -IISAuthenticationMethods NTLM
Get-OutlookAnywhere | Set-OutlookAnywhere -InternalClientsRequireSsl $false
CertPrincipalName is also Set:
Set-OutlookProvider EXPR -CertPrincipalName:"msstd:mydomain.ee" <- Name of DNS-Name and First Name in Cert.Set-OutlookProvider EXPR -OutlookProviderFlags:ServerExclusiveConnect
Raised RPC Auth Prio in IIS like shown here:
http://www.stopdoingitwrong.co.uk/exchange-2013-migration-outlook-anywhere-proxy-issues/