Answer

PROBLEM

If you use the default proxy server, you will not be able sign in to Microsoft Online Services successfully.

ENVIRONMENT

• GFI WebMonitor
• Microsoft Online Services Sign In Client
• All Supported Environments

SOLUTION

Configure Your Outbound Authenticating Proxy Server:

• Log on using a domain user account
• The account you use to log in must have an internet connection
• Browse to the following location: 'x:\Program Files\Microsoft Online Services\Sign In'. Here x is the hard disk drive name; for example, disk drive C or D.
• Open the file 'SignIn.exe.config' using a word processing tool; for example, Notepad
• Replace the following code in 'SignIn.exe.config':

• Save the 'SignIn.exe.config' file and close it
• Log off from and exit the Sign In application
• Restart the Sign In application

Source: http://technet.microsoft.com/en-us/library/ee832722.aspx

CAUSE

Microsoft Online Services Sign In application does not support Outbound Internet Authenticating Proxy server. The Outbound Authenticating Proxy server must use the Microsoft NT LAN Manager (NTLM) Authentication method.