Thing is it has been working for about a year now.
Just trying it now prior to getting new certs and it is failing.  So since I 
don't test daily I am not sure when it broke.
I will look at the TMG but I believe I have a rule there already.


From: listsad...@lists.myitforum.com [mailto:listsad...@lists.myitforum.com] On 
Behalf Of Orlebeck, Geoffrey
Sent: Wednesday, October 22, 2014 1:38 PM
To: 'exchange@lists.myitforum.com'
Subject: [Exchange] RE: DNS external records and Testconnectivity

I ran into this a couple months back. IIRC the /Autodiscover/* path had to be 
added to the publishing rule in TMG. I may have created a separate rule 
strictly for Autodiscover, though I am not sure if that was necessary or I did 
it to isolate the changes being made.

From: listsad...@lists.myitforum.com<mailto:listsad...@lists.myitforum.com> 
[mailto:listsad...@lists.myitforum.com] On Behalf Of David McSpadden
Sent: Wednesday, October 22, 2014 10:25 AM
To: exchange@lists.myitforum.com<mailto:exchange@lists.myitforum.com>
Subject: [Exchange] DNS external records and Testconnectivity

I have the below set externally with Ultradns and Fisolv:

Autodiscover.imcu.com 'A' 38.109.185.193
Mx1.imcu.com  'A' 38.109.185.193
LegacyMail.imcu.com  'A' 38.109.185.193
Mail.imcu.com 'A' 38.109.185.193
193.185.109.38.in-addr.arpa 'PTR' mail.imcu.com
193.185.109.38.in-addr.arpa 'PTR' mx1.imcu.com
'MX' mx1.imcu.com
'TXT' "v=spf1 ip4:184.72.242.195 ip4:38.109.185.193 ~all"

I have the below set internally with server 2012 DNS:

Outlook.imcu.com 'A' 10.0.55.58
Autodiscover.imcu.com 'A' 10.0.55.58
LegacyMail.imcu.com 'A' 10.0.50.4
Mail.imcu.com 'A' 10.0.55.58
58.55.0.10.in-addr.arpa 'PTR' mail.imcu.com
58.55.0.10.in-addr.arpa 'PTR' outlook.imcu.com
58.55.0.10.in-addr.arpa 'PTR' autodiscover.imcu.com
'MX' mail.imcu.com

My question is do I have all the DNS settings I need for an Exchange 2010 with 
TMG in the DMZ?

Because with I do a testconnectivity I get bad Autodiscover responses:
See below:

The Microsoft Connectivity Analyzer is testing Exchange ActiveSync.
 The Exchange ActiveSync test failed.

Additional Details

Elapsed Time: 23179 ms.



Test Steps

Attempting the Autodiscover and Exchange ActiveSync test (if requested).
Testing of Autodiscover for Exchange ActiveSync failed.

Additional Details

Elapsed Time: 23179 ms.



Test Steps

Attempting each method of contacting the Autodiscover service.
The Autodiscover service couldn't be contacted successfully by any method.

Additional Details

Elapsed Time: 23179 ms.



Test Steps

Attempting to test potential Autodiscover URL 
https://Imcu.com:443/Autodiscover/Autodiscover.xml
Testing of this potential Autodiscover URL failed.

Additional Details

Elapsed Time: 490 ms.



Test Steps

Attempting to resolve the host name imcu.com in DNS.
The host name resolved successfully.

Additional Details

IP addresses returned: 12.145.177.146

Elapsed Time: 266 ms.



Testing TCP port 443 on host imcu.com to ensure it's listening and open.
The port was opened successfully.

Additional Details

Elapsed Time: 76 ms.



Testing the SSL certificate to make sure it's valid.
The SSL certificate failed one or more certificate validation checks.

Additional Details

Elapsed Time: 146 ms.



Test Steps

The Microsoft Connectivity Analyzer is attempting to obtain the SSL certificate 
from remote server imcu.com on port 443.
The Microsoft Connectivity Analyzer wasn't able to obtain the remote SSL 
certificate.

Additional Details

The certificate couldn't be validated because SSL negotiation wasn't 
successful. This could have occurred as a result of a network error or because 
of a problem with the certificate installation.

Elapsed Time: 121 ms.







Attempting to test potential Autodiscover URL 
https://autodiscover.Imcu.com:443/Autodiscover/Autodiscover.xml
Testing of this potential Autodiscover URL failed.

Additional Details

Elapsed Time: 1467 ms.



Test Steps

Attempting to resolve the host name autodiscover.imcu.com in DNS.
The host name resolved successfully.

Additional Details

IP addresses returned: 38.109.185.193

Elapsed Time: 201 ms.



Testing TCP port 443 on host autodiscover.imcu.com to ensure it's listening and 
open.
The port was opened successfully.

Additional Details

Elapsed Time: 122 ms.



Testing the SSL certificate to make sure it's valid.
The certificate passed all validation requirements.

Additional Details

Elapsed Time: 298 ms.



Test Steps

The Microsoft Connectivity Analyzer is attempting to obtain the SSL certificate 
from remote server autodiscover.imcu.com on port 443.
The Microsoft Connectivity Analyzer successfully obtained the remote SSL 
certificate.

Additional Details

Remote Certificate Subject: CN=mail.imcu.com, OU=Domain Control Validated, 
Issuer: SERIALNUMBER=07969287, CN=Go Daddy Secure Certification Authority, 
OU=http://certificates.godaddy.com/repository, O="GoDaddy.com, Inc.", 
L=Scottsdale, S=Arizona, C=US.

Elapsed Time: 265 ms.



Validating the certificate name.
The certificate name was validated successfully.

Additional Details

Host name autodiscover.imcu.com was found in the Certificate Subject 
Alternative Name entry.

Elapsed Time: 1 ms.



Testing the certificate date to confirm the certificate is valid.
Date validation passed. The certificate hasn't expired.

Additional Details

The certificate is valid. NotBefore = 11/12/2013 1:47:36 PM, NotAfter = 
11/12/2014 1:47:36 PM

Elapsed Time: 0 ms.





Checking the IIS configuration for client certificate authentication.
Client certificate authentication wasn't detected.

Additional Details

Accept/Require Client Certificates isn't configured.

Elapsed Time: 359 ms.



Attempting to send an Autodiscover POST request to potential Autodiscover URLs.
Autodiscover settings weren't obtained when the Autodiscover POST request was 
sent.

Additional Details

Elapsed Time: 485 ms.



Test Steps

The Microsoft Connectivity Analyzer is attempting to retrieve an XML 
Autodiscover response from URL 
https://autodiscover.Imcu.com:443/Autodiscover/Autodiscover.xml for user 
dav...@imcu.com<mailto:dav...@imcu.com>.
The Microsoft Connectivity Analyzer failed to obtain an Autodiscover XML 
response.
  Tell me more about this issue and how to resolve it

Additional Details

An HTTP 403 error was received because ISA Server denied the specified URL.
HTTP Response Headers:
Connection: close
Pragma: no-cache
Content-Length: 2040
Cache-Control: no-cache
Content-Type: text/html


Elapsed Time: 484 ms.







Attempting to contact the Autodiscover service using the HTTP redirect method.
The attempt to contact Autodiscover using the HTTP Redirect method failed.

Additional Details

Elapsed Time: 21036 ms.



Test Steps

Attempting to resolve the host name autodiscover.Imcu.com in DNS.
The host name resolved successfully.

Additional Details

IP addresses returned: 38.109.185.193

Elapsed Time: 16 ms.



Testing TCP port 80 on host autodiscover.Imcu.com to ensure it's listening and 
open.
The specified port is either blocked, not listening, or not producing the 
expected response.
  Tell me more about this issue and how to resolve it

Additional Details

A network error occurred while communicating with the remote host.


Elapsed Time: 21019 ms.





Attempting to contact the Autodiscover service using the DNS SRV redirect 
method.
The Microsoft Connectivity Analyzer failed to contact the Autodiscover service 
using the DNS SRV redirect method.

Additional Details

Elapsed Time: 24 ms.



Test Steps

Attempting to locate SRV record _autodiscover._tcp.Imcu.com in DNS.
The Autodiscover SRV record wasn't found in DNS.
  Tell me more about this issue and how to resolve it

Additional Details

Elapsed Time: 24 ms.





Checking if there is an autodiscover CNAME record in DNS for your domain 
'Imcu.com' for Office 365.
Failed to validate autodiscover CNAME record in DNS. If your mailbox isn't in 
Office 365, you can ignore this warning.
  Tell me more about this issue and how to resolve it

Additional Details

There is no Autodiscover CNAME record for your domain 'Imcu.com'.

Elapsed Time: 160 ms.




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