Recently I have a problem with Outlook Anywhere. Outlook Web Access (OWA) works fine. It is simply not possible get Outlook connected from inside or outside the office. This is for Exchange 2007 and Outlook 2003.
Outlook Anywhere or Outlook RPC over HTTP relies on OWA to work. So if OWA works, then it should work or something else right?
After a long sequence of troubleshooting, including reinstall RPC over HTTP and changing of certificates. The root cause of the problem was in the IIS, rpcproxy.dll has a redirect installed. It was redirected to the OWA main page. Removing the redirect and the Outlook Anywhere connected smoothly.
How to view Outlook connections without restarting Outlook. link Note in the picture, it shows the connection as HTTPS. For a LAN connection it will change to TCP/IP.
It seems that this oldie is still a goodie.