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SBS 2008 POP3 Internet Security Warning

Posted on 2011-03-23
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Last Modified: 2012-05-11
Hi Guys

Exchange 2007 is working perfectly, Popping the mail in and the clients are configured on the exchange accounts which are able to send and receive internally and externally.
The problem is that a user that is away from the office has now had his notebook stolen. Now i need to setup his email and the exchange accounts can only be setup in the office or thru VPN which are not possibilities.

So i configured POP3, all standard setup except that the outgoing mail is on 587 and TLS authentication is required. I setup a test account on a users outlook and When i test these settings all goes thru perfectly. Except that an Internet Security Warning Pops up and says ' the sever you are connecting to is using a security certificate that cannot be verified. A certificate chain processed but terminated in a root certificate which is not trusted by the trust provider.
I view the cert and it is correct except for the Issuer which is my server instead of Go Daddy.
If i click yes everything works ok except when i reopen outlook then it trys to re-establish the trust again.

Is there a way to fix this issue?
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Question by:GECs36711
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Expert Comment

by:Azhrei1
ID: 35197185
yes, you will need to set up your exchange server to use your godaddy certficate. Also, the user needs the root certificate installed as trusted.

here is a good video explaining the process for 2010, it's for a different provider, but the steps are the same :)

http://www.digicert.com/ssl-certificate-installation-microsoft-exchange-2010.htm
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Author Comment

by:GECs36711
ID: 35197244
Thanks Azhrei1:
Questions: Im a little lost in 2010  where would i go to do it in 2007.
So it wont change anything or stop anything on the users that are already setup to use exchange internally and externally via Exchange proxy?
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LVL 6

Expert Comment

by:Azhrei1
ID: 35197280
ah sorry, I answered a 2010 question just before so I was in the wrong mindset, here is another tutorial for 2007:

http://help.godaddy.com/topic/742/article/4877

no movie there though :(

Btw, make SURE you change this:

Enable-ExchangeCertificate -Thumbprint [thumbprint] -Services "SMTP, IIS"
 
into this for POP3 to use the certificate:

Enable-ExchangeCertificate -Thumbprint [thumbprint] -Services "SMTP, IIS, POP3"

:)
 
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Author Comment

by:GECs36711
ID: 35197402
Thanks alot i will give it a go and let you Know!
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Author Comment

by:GECs36711
ID: 35197414
How can i bring up what EchangeCertificate is been used for at the moment. Just to check if POP3 is in there?
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Author Comment

by:GECs36711
ID: 35200363
@Azhrei1:

I have done what you suggested and the same is still happening. :-(
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Author Comment

by:GECs36711
ID: 35213911
Is there any other Suggestions i can try?
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Accepted Solution

by:
GECs36711 earned 0 total points
ID: 35231987
Hi Guys,

I've sorted it out. Checked Basic authentication only on the receive connector.

Thanks for the help!
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Author Closing Comment

by:GECs36711
ID: 35304229
No one had any other suggestions so i tried to look around to see if i could find out what the solutions was further while i waited for the Experts.
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