3rd Party Certificate now Security Alert

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marvin-miller

New Member
Outlook version
Outlook 2010 64 bit
Email Account
Exchange Server 2010
Hi Folks - new user here!

I'm running Exchange 2010 on Server 2008 R2 with TMG 2010.

The other day I installed an SSL cert in Exchange (mail.openinjection.com) with my internal network domain being askmarvin.ca

Ever since I did that whenever I open Outlook 2010 I get a message stating;

Security Alert

Information you exchange with this site cannot be viewed or changed by others. However, there is a problem with the site's security certificate.

As you can probably guess, the problem it reports is that "The name on the security certificate is invalid or does not match the name of the site"

As I figure it, when I open Outlook 2010 it's heading over to mail.askmarvin.ca and finding a certificate for mail.openinjection.com and thus the error.

I have proper DNS entries for both domains that resolve to the same server. I tried changing the server settings for my outlook account to mail.openinjection.com but it changes them back to mail.askmarvin.ca <- it would seem to me that this would have been the easy way to address this issue. My guess is that because the clients using Outlook 2010 are on the askmarvin.ca domain, it's always going to block any attempt I make to change the server address.

Any ideas on how to properly resolve this?
 

marvin-miller

New Member
Outlook version
Outlook 2010 64 bit
Email Account
Exchange Server 2010
[PS] C:\Windows\system32>Test-ActiveSyncConnectivity -MailboxCredential (Get-Credential askmarvin\marvin) -UseAutodiscov
erForClientAccessServer | fl


RunspaceId : e0145446-08ca-450e-93b9-6bef8ea14778
LocalSite :
SecureAccess : True
VirtualDirectoryName :
Url :
UrlType : Unknown
Port : 0
ConnectionType : Plaintext
ClientAccessServerShortName : MAIL
LocalSiteShortName :
ClientAccessServer : MAIL.askmarvin.ca
Scenario : Autodiscover Client Access server
ScenarioDescription : An attempt was made to contact Autodiscover server MAIL.askmarvin.ca from (MAIL.askmarvin
.ca) for Client Access server information using NTLM for authentication.
PerformanceCounterName :
Result : Failure
Error : [System.Net.WebException]: The underlying connection was closed: An unexpected error occu
rred on a send. Inner error [System.IO.IOException]: Unable to read data from the transpo
rt connection: An existing connection was forcibly closed by the remote host.
UserName : marvin
StartTime : 2/5/2017 2:54:05 PM
Latency : 00:00:00.0155728
EventType : Error
LatencyInMillisecondsString :
Identity :
IsValid : True

RunspaceId : e0145446-08ca-450e-93b9-6bef8ea14778
LocalSite :
SecureAccess : True
VirtualDirectoryName :
Url :
UrlType : Unknown
Port : 0
ConnectionType : Plaintext
ClientAccessServerShortName : Autodiscover
LocalSiteShortName :
ClientAccessServer : Autodiscover.openinjection.com
Scenario : Autodiscover Client Access server
ScenarioDescription : An attempt was made to contact Autodiscover server Autodiscover.openinjection.com from (m
arvin@openinjection.com) for Client Access server information using NTLM for authenticat
ion.
PerformanceCounterName :
Result : Failure
Error : [System.Net.WebException]: The remote name could not be resolved: 'autodiscover.openinjec
tion.com'
UserName : marvin
StartTime : 2/5/2017 2:54:05 PM
Latency : 00:00:00.0155728
EventType : Error
LatencyInMillisecondsString :
Identity :
IsValid : True

RunspaceId : e0145446-08ca-450e-93b9-6bef8ea14778
LocalSite :
SecureAccess : True
VirtualDirectoryName :
Url :
UrlType : Unknown
Port : 0
ConnectionType : Plaintext
ClientAccessServerShortName : openinjection
LocalSiteShortName :
ClientAccessServer : openinjection.com
Scenario : Autodiscover Client Access server
ScenarioDescription : An attempt was made to contact Autodiscover server openinjection.com from (marvin@openinj
ection.com) for Client Access server information using NTLM for authentication.
PerformanceCounterName :
Result : Failure
Error : [System.Net.WebException]: The remote name could not be resolved: 'openinjection.com'
UserName : marvin
StartTime : 2/5/2017 2:54:05 PM
Latency : 00:00:00.0155728
EventType : Error
LatencyInMillisecondsString :
Identity :
IsValid : True
 
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