SBS 2008 / Outlook 2010 Terminal Server Clients - Freezing on Send / Receive Tab

New SBS 2008 Hardware migrated from old hardware.
Migration went smoothly but we decided to change the to

All appears fine but we get strange behaviour in Outlook. See screenshots.

If we click on the Send /Receive tab in outlook, Outlook freezes and says not responding. I'm sure it's still referencing something on the old server but can not determine.

I plan to reboot the boxes tonight but was hoping someone could explain what might be going on here.

Have tried most things
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Kent DyerIT Security Analyst SeniorCommented:
Since the cert does appear be "self-signed" you are going to probably need to re-generate the cert under the new hardware.  Most certs are setup by hardware, even down to the NIC and/or MAC address-level.  What I suspect has happened is your old server came up on lease, you got a new one in, and you are trying to use the old cert under new hardware.
OxygenITSolutionsAuthor Commented:
Brand New Certificate. RapidSSL.
OxygenITSolutionsAuthor Commented:
We cannot explain why but the mail server was resolving to the external IP and not the internal despite the DNS being correct. Adding a host file (not pleased) resolved the issue.

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OxygenITSolutionsAuthor Commented:
Wait. I need to add to this. This server was actually corrupted after a failed disk. It appears chkdsk may have removed some files. A rebuild of this server resolved all the issues.
OxygenITSolutionsAuthor Commented:
Not the best solution but worked.
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Windows Server 2012

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