Outlook Anywhere 2007

Turns out it was exchange config even though it was claimed to be working internally.

Packet captures on the F5 showed traffic end to end with 401 request. All attempts were met with access denied.

I then removed the F5 from the equation by setting up a static NAT on the firewall. Same result.

I then went further and found a technet article that says to test internally browse to your URL like this https://blah.com/rpc. This also failed with access denied.

So rule here is don't trust your server admins.