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Exchange 2016 new server - outlook clients not connecting

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Last Modified: 2016-08-15
Exchange Experts,

ok I've been completely stumped on this one for a while here and just cannot get this to work.  here the environment.   smaller office, windows 7 desktops and a windows 2008 domain controller.  for years they had pop3 hosted email and now wanted to implement and host their own Exchange server.  

So we put in a new Exchange 2016 server (no migration since they did not have a previous exchange server).

Outlook clients are between 2010 - 2013.

I have a third party SSL certificate installed.  OWA apparently seems to work.   These will be new mailboxes and I just import their current POP mailboxes in Outlook to the new Exchange one.  

I think I may be having an autodiscover issue.    I have gone through my PS commands to see if the internal/external domain names are ok and I have a DNS internal record for the mail server and autodiscover.

However, here is the problem....

who I go to create a new user profile to get them to connect to Exchange for the first time and I run outlook it finds their email address right away and then just hangs....... then the pop up comes up...

"The connection to Microsoft Exchange is unavailable.  Outlook must be online or connected to complete this action"

The server is online, I can ping it from the workstations (this is happening on all workstations not just 1) and DNS resolves as well.

I've looked up articles and have tried to manually add the account but it will not find the server or username.

I went through an article the Sembee posted on making sure the host name configurations are correct.  I had no errors or issues running the scripts he provided:

http://exchange.sembee.info/2013/install/clientaccesshostnames.asp

But I am still having issues.

So I am stuck now and cannot move forward and finish this Exchange server implementation.   I am thinking its something stupid and simple I am missing.  Ive been looking at it for so long you sometimes overlook thinks

If any Exchange expert can assist or help I would greatly appreciate it

thank you so very much!
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