Many of our users need to connect to the Exchange server at another organization. The other organization has Outlook Anywhere and Autodiscover setup properly and everything works properly for their internal users.
After we configure an Outlook profile for our domain users using autodiscover, there is a ~60 second delay before they are prompted for their (other organization's) username and password. We have discovered that we can check both "On Fast Networks..." and "On Slow Networks..." and the password prompt appears immediately. This is fine, and will work for our users.
However, during my testing, I discovered that when configuring Outlook on a NON-Domain computer, I do not need to check the "On Fast Networks..." box. NON-Domain computers are able to authenticate immediately.
I want to make sure that I'm not just hiding a problem here, and ensure that I understand how and WHY this is working. Does Outlook Anywhere behave differently when used on a Domain joined computer?
Per this article, it would appear that the Fast/Slow setting should only change based on adapter link speed. But it seems like something else is at play here.