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POP3 TLS in Outlook, connecting to exchange 2010

Posted on 2011-02-17
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Last Modified: 2012-05-11
So I'm having a strange issue, and can't figure out what's not set correctly.

I have a server with exchange server 2010, with IMAP and POP3 services running.  Both the IMAP and POP3 client access rules require TLS authentication.    Things seem to work fine with IMAP as in the advanced section of Outlook when creating a new account, the drop down menu lists TLS as one  of the options, however POP3 only has a checkbox for SSL.  When trying to connect with the box ticked, it fails to connect stating that the encryption type is not supported.

I had thought that ticking SSL for POP3 would allow it to connect to exchange, with Exchange having client access rules for POP3 (authentication tab) set to the third one at the bottom (Require TLS).  I tried setting it to one of the other options, but it didn't seem to help.  The main thing is that I don't want to have an unencrypted connection for POP3.  I'm using the correct ports, and forwarding on our firewall, the issue isn't there as far as I can tell.

I've tried with both outlook 2010 and 2007.
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Question by:metazend
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5 Comments
 

Author Comment

by:metazend
ID: 34927284
Seems straight forward, but I still can't figure this one out.  ANyone?
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Accepted Solution

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peakpeak earned 500 total points
ID: 34927717
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Author Comment

by:metazend
ID: 34931752
Yes, I've done that, and in the list of options (under the authentication tab) my selection is "secure", the last one in the list.
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Author Comment

by:metazend
ID: 35090215
Not sure why, but it has started to work after I had left it on the backburner for a couple of days.

POP3 SSL = port 995  works fine,  however can't seem to use SPA (Secure Password Authentication) with that option.  I would rather use SPA, but either way.

Is there an advantage to using it, or a major disadvantage to not using SPA?
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Author Closing Comment

by:metazend
ID: 35130591
Started working at some point... oddly enough.
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