Autodiscovery outlook 2016 not working for secondary domain on exchange 2010 sp3 SBS2011.


SBS2011, exchange 2010 with sp3.
internal domain: domain1.local
external domain:
external dns a records   external ip (godady certificate is on this one)   external ip external ip

configuring outlook 2016 with just email address and password works fine.

Now there is a second domain on the same box where autoconfigure does not work all the time
It hangs ons searching email server settings right after a certificate error (which is understandable cause it belong the domain above)

external dns a records   external ip (godady certificate is on this one)   external ip external ip

After writing this question and leaving the search open after 15 minutes plus I do het a user name password question and outlook is configured.
Strange! help much appreciated!

Thanks, Tom.
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Jason CrawfordTransport NinjaCommented:
Run an Outlook Autodiscover ExRCA test at

Run this in a command prompt and let me know the results:

nslookup -q=a
tmhooft01Author Commented:
Hello Texas!! Thanks for helping out!

the nslookup for fails
nslookup comes back with domain registrars IP

the nslookup for comes back with domain registrars IP (different)
nslookup comes back with domain registrars IP
Jason CrawfordTransport NinjaCommented:
Ok I'm trying to establish if there is a wildcard DNS entry which can cause issues for Autodiscover.  When you say it returns the registrar IP, do you mean the A record query for was able to resolve a WAN IP?

What about the ExRCA test?
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tmhooft01Author Commented:
Oh sorry, It did not upload.
It is not resolving to the correct wanIP  where exchange is listening.
I think that is the wildc
But neither is

I changed the record from the hoster to the external ip the exchange server is listening on.
I'll let you know. Have leave the house in a little bit so please give me some time.
THank you so far! Tom.
Jason CrawfordTransport NinjaCommented:
No problem.  Good luck.
tmhooft01Author Commented:
Hi Jason,

That was it. The discovery works fine now.  Thank you for you help. I am just wondering if there were records I was missing. Any idea?
Thanks again! Tom
Jason CrawfordTransport NinjaCommented:
Generally you need at least two:

Type: A
Value: <Insert WAN IP>



You can technically get by with one and avoid the extra expense of a SAN certificate, but for simplicity sake just ensure at a minimum  you have mail and autodiscover.

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tmhooft01Author Commented:
Thank you for your help Jason!
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