Outlook 2010 can't connect to Exchange.

I'm stumped, and wonder if anyone has any suggestions.

I am trying to connect to a newly installed Exchange 2013 server using Outlook 2010 on a Windows 7 pro 64-bit client.

Here's the sequence of events.
I fire up Outlook, tell it to create a new profile, choose Manually configure Server, choose Microsoft Exchange, Type the name of the server (I've tried both short and fqdn name), type the user name (tried both the user name and the full email address).

When I hit Check Name or hit Next, the dialog box I get is:
"The connection to Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action." I tried to upload a screencap, but my account apparently isn't verified.

I've searched for similar issues, and based on the questions and solutions in other threads, here are the answers to the most likely questions:

  • Windows firewall is disabled both on the server and the client.
  • I'm on the same network subnet
  • DNS works, I can ping the server by both short name and fqdn from the client.
  • HTTPS to OWA works, I can log into the account and send/receive email.
  • I'm using a self-signed cert, but I have installed that cert to the client computer as a trusted cert, and OWA does not show any cert errors.
  • This server port 443 is not directly reachable via the internet due to an external firewall, but all ports are available to the LAN segment where the client is located. Also DNS and SMTP traffic is flowing back and forth to the internet just fine.
  • Unchecking Cached mode doesn't work either.
  • Auto-configure is not set up yet, that's why I'm going manual. Using any of the external connectivity checkers will be futile.

So, does anyone have any ideas? 

Edit: I apparently am not allowed to  upload images yet, so no screenshot. 
And yes, my client and server both have a default gateway


  • Edited by CB in Mont 8 hours 59 minutes ago more info, correction
February 20th, 2015 9:42pm

Hi

Check out the post.. hope it will work for you 

http://www.msexchange.org/blogs/bhargavs/exchange-server/outlook-must-be-online-or-connected.html

Thanks 

Joe

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February 20th, 2015 11:16pm

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