Autodiscover not providing correct server address and UPN

Hi
System is as follows: Server 2012R2 With Essentials Exp. + Server 2012R2 with Exchange 2013 sp1
And everything is fine and dandy, except for autodiscover, when outside of domain.
All virtual directories are configured as mail.mydomain.com
PS reports: AutoDiscoverServiceInternalUri :
https://mail.mydomain.com/Autodiscover/Autodiscover.xml
Have installed and configured a wildcard ssl certificate, that both servers trust, and I can navigate to both servers using iexplorer:
https://server.mydomain.com/remote and
https://mail.mydomain.com/owa
When I run exchangeremoteconnectivity I can succesfully connect with activesync.
I have set up spf and srv record in external DNS
All the users validate using domain\username
So when I try to configure Outlook 2013 using autodiscover, it just hangs at step 1.
And when I try using a galaxy s5, supplying email and password, it populates, but not correctly.
UPN is set as \username, and I need to provide "domain" to make it domain\username
Server is set as domain.com, and I need to provide "mail." to make it mail.domain.com
The I can connect, I suspect that is also why Outlook won´t autoconfigure as well.
I have read high and low, but I need more assistance per se.
Please advise :)
Regards Lars

Hi Lars,
Following are some common procedures to check autodiscover configuration:
• Run Test-OutlookWebservices | fl
• Run Test-EmailAutoConfiguration on client to find how autodiscover is connecting and where  exactly it's failing.
• Verify URL for autodiscover. Get-ClientAccessServer | fl
Check for AutodiscoverInternalServerUri attribute.
Get-ClientAccessServer -Identity "CAS-01" | fl AutoDiscoverServiceInternalUri
Set-ClientAccessServer -Identity "CAS-01" -AutoDiscoverServiceInternalUri "https://cas01.contoso.com/autodiscover/autodiscover.xml"
• You may also access the autodiscover url from IE and in response should get "600 invalid request".
https://cas01.contoso.com/autodiscover/autodiscover.xml
• If autodiscover not working for external client verify authentication on Autodiscover virtual directory and if required you may recreate the virtual directory by running command:
Remove-AutodiscoverVirtualDirectory
New-AutodiscoverVirtualDirectory
Regards,
Satyajit
Please “Vote As Helpful”
if you find my contribution useful or “Mark As Answer” if it does answer your question. That will encourage me - and others - to take time out to help you.

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    Disclaimer: Apple does not necessarily endorse any suggestions, solutions, or third-party software products that may be mentioned in the topic below. Apple encourages you to first seek a solution at Apple Support. The following links are provided as is, with no guarantee of the effectiveness or reliability of the information. Apple does not guarantee that these links will be maintained or functional at any given time. Use the information below at your own discretion.
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    Do you want to provide feedback on this User Contributed Tip or contribute your own? If you have achieved Level 2 status, visit the User Tips Library Contributions forum for more information.

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