Good Morning,

I am a Network Administrator for a small non-profit organization that has been running technology -- a mail server for example -- that needed to be put to farm long ago.  Old mail server running 2003 with Exchange 2007, if that's any indication.  Anyways, I've been building a new mail server and have just about everything in place, including an MX record.  Unfortunately, Outlook Anywhere doesn't seem to work on workstations once they're off-site.  Right now, I only have three test accounts set up on the new mail server, so business operations hasn't been impacted... yet.

Here's what I've done so far:

1. Installed mail certificate from issuer, enabled IMAP, POP, UM, IIS, SMTP services.

2. Under Server Configuration > Client Access > Outlook Anywhere, I've enabled Outlook Anywhere with the external host name set to mail.ourorganization.org.  NTLM based authentication.

3. Went into our UTM and added all the necessary NAT and Firewall rules (I'm pretty sure of this, but I have a call with our vendor to verify later today)

Going to https://testconnectivity.microsoft.com, I ran the Outlook Connectivity Test and ran into this.  Everything came through with the exception of the three records below.  Please note that I've altered the domain and ip address information for security purposes.  Any suggestions?  Please let me know if there's any additional information you require.

• Edited by Coolhead2015 Thursday, September 10, 2015 12:15 PM

Everything seems to work properly except for Outlook Anywhere for the Outlook client.  I'm able to access OWA from outside the network, and adding one of the mail test accounts to a mobile device also allows me to send and receive email from the outside. 

• Edited by Coolhead2015 Thursday, September 10, 2015 1:30 PM