syntax1127 -> Autodiscover Externall does not work (28.Feb.2016 3:45:20 AM)
I am facing a really difficulties configuring autodiscover for my sbs2008 server, Unfortunately with no luck.
My purpose is to migrate my SBS2008 to office365 but in order to do that I would like to use the Cutover migration tool and in order to use that I have to make sure that my external autodiscover service is working perfectly.
I would like to accomplish a situation where my users will be able to configure outlook from outside the domain and from every computer.
Here is what I have configured:
1. I do have an UUC/SAN trusted certificate from godaddy with the following domains:
2. I have configured the public(External) DNS Records to look like this:
A record - mail.mydomain.com -- points to my external public wan IP address
MX record - Points to my mail really server
and according to this post: http://www.thirdtier.net/2009/02/setting-up-an-external-autodiscover-record-for-sbs-2008/
I have configured SRV Record with autodiscover to point to mail.mydomain.com. ( Should I point it to remote.domain.com?? )
3. My SBS2008 server is configured with mydomain.local and not domain.com so I think this is the cause of my problem.
When I try to connect an external Outlook client I get a pop up from outlook with an error messaged say: The connection to Microsoft exchange is unavailable. Outlook must be online or connected to complete this action.
And then when I press OK, I get the authentication pop up with my internal server name: servername.mylocaldomain and on the mailbox window I get =SMTP:firstname.lastname@example.org. ( Screenshot is attached )
It seems that I do get to my server from outside ( No firewall issues ) but the authentication or the access to the mailbox is fail from some reason ….
Here are some more details and steps I have taken:
I have added a UPN suffix to my domain so it will recognize mydomain.com (Using Active Directory Site and Trusts). I have also changed the users to match according to this s post:
I have added new DNS zone in my SBS2008 in order to make the external domain be recognized. I have added A records as well.
Changed the Outlook anywhere authentication from basic to NTLM.
Reboot the SBS server.
What am I misiing? No matter what I do the autodiscover service does not work :-(
I really need to make it work. Please help.
Thanks in advance.