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Article ID: 2754898 - Last Review: September 3, 2013 - Revision: 5.0

Symptoms

Assume that you use Outlook Anywhere to connect to a Microsoft Exchange Server 2013 mailbox from an internal or external network. In this situation, the internal host name of Outlook Anywhere is always displayed as the proxy server for Exchange in the Microsoft Exchange Proxy Settings dialog box in Microsoft Outlook. Additionally, the Internal Authentication settings are always displayed in the Exchange Proxy Settings dialog box.

For example, you configure the Outlook Anywhere settings in Exchange Server 2013. The external host name is set to "mail.contoso.com" and the internal host name is set to "internal.contoso.com."
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Screenshot for showing the settings at the command line.

However, the Microsoft Exchange Proxy Settings dialog box in Outlook always displays the internal host name as the proxy server, even if you connect from an external network.
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Screenshot for showing the settings in the Microsoft Exchange Proxy Settings dialog box

Cause

This behavior is by design. Outlook always displays the internal host name as the proxy server, regardless of where the client connects from. However, Outlook always uses the best settings to connect to user’s mailbox in the background. 

More information

Exchange Server 2013 introduces the InternalHostname property in Outlook Anywhere. When you use Outlook Anywhere to connect to Exchange Server 2013, Outlook first uses the internal host name. However, when Outlook cannot connect to Exchange Server 2013 by using the internal host name, Outlook uses the external host name instead of the internal host name.

To identify which URL Outlook Anywhere uses to connect to Exchange Server 2013, follow these steps:
  1. Press and hold Ctrl, and then right-click the Outlook icon in the notification area.
  2. Click Connection Status.

Applies to
  • Microsoft Exchange Server 2013 Enterprise
  • Microsoft Exchange Server 2013 Standard
Keywords: 
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