Today I faced an interesting problem. A customer told me that their Exchange 2010, which is currently part of a Exchange cross-forest migration project, has an issue with Outlook Web Access and the Exchange Control Panel. Both web sites fail with a white screen and a single message: 440 Login Timeout I checked some basics, like certificate, configuration of the virtual directories and I found nothing suspicious. Most hints on the internet pointed towards problems with the IUSR_servername user, which is not used with IIS 7 and later.

Exchange has known the concept of internal and external URLs for the different services (Outlook Web Access, OAB, EWS, ActiveSync etc) since Exchange 2007. And it’s still confusing people. The internal URL is the URL, that is used to access the desired service from the intranet. The external URL represents the URL that is used to access the service from the internet. Best practice is to use the same URL (the external) for both, use a certificate from a public CA, and use split DNS to access the external domain from the inside of your network.