You are the administrator of a Windows Essential Business Server 2008 environment. The Messaging Server is configured as a Mailbox Server, Client Access Server, and a Hub Transport Server. You are enabling Outlook Anywhere on the Messaging Server to allow users to connect to the Messaging Server from any location by using the Internet. You want to ensure that the users’ credentials are never sent over the network.

Which authentication method should you configure while enabling Outlook Anywhere?

A.
Basic authentication

B.
NTLM authentication

C.
Digest authentication

D.
Windows integrated authentication

Explanation:
You should configure NTLM authentication. You can use the Enable Outlook Anywhere Wizard or the Enable-OutlookAnywhere cmdlet to enable users to connect to their Exchange mailbox from the Internet by using Outlook Anywhere. While enabling Outlook Anywhere, you can either configure Basic authentication or NTLM authentication. Basic authentication sends the user credentials in clear text. When you use NTLM authentication, the users’ credentials are never sent over the network. Instead, the client computer and the server exchange hashed values of a user’s credentials.

You should not configure Basic authentication because Basic authentication sends the user credentials in clear text, which is against the requirement of this scenario.
You cannot configure Digest authentication or Windows integrated authentication because these authentication methods are not provided on the Enable Outlook Anywhere page in the Enable Outlook Anywhere Wizard.