Outlook 2007 wants password over HTTP. (Exchange 2007)

Question

I have an Exchange 2007 configured with ActiveSync and RPC over HTTP.

Here are the things that work:

• Outlook inside the network.
• Mobile devices.
• Outlook Web Access.

Only thing that doesn't work is:

• Outlook outside of the network.

Whenever, someone is outside of the network trying to access their email via Outlook, they get prompted with their user name and password constantly. The machine can reach the network over HTTP, therfore the firewall configuration seems to correct. The machine also has the proper root certificate.

I am not sure what's going on here. Any tips will be well appreciated.

Thanks!

Answer 1

Okay, found it!

http://support.microsoft.com/kb/927612

Answer 2

I think it's intended behavior. Outside the network, you're no longer on the domain, so the connection requires you to authenticate when you open outlook in order to connect to the right mail store.

Answer 3

are you using firefox?

in firefox go to url : "about:config" page

then search for key "network.ntlm.send-lm-response" and set it to true

It might not help but sometimes my school proxy would prompt me for passwords like dozens of times in a few seconds and this key automagically solves that problem