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Migration from Exchange 2007 to Exchange 2013 - Outlook cannot connect and OWA always redirects to legacy

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I recently set up an Exchange 2013 server in order to migrate our Exchange 2007 mailboxes over. In DNS I have a 'mail' ecord that points to our new Exchange 2013 server. I also created a 'legacy' record that points to the 2007 server.  We also have a local CA and I generated an exchange certificate with this CA and installed in the 2013 Exchange server. Autodiscover SEEMS to be working. Errors I get:
On a migrated account - using Outlook to create a brand new profile-
"Outlook cannot log on. Verify you are connected to the network and are using the proper server and mailbox name. The connection to Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action."
On an account that only exists on the new Exchange 2013 box - new profile:
'The connection to Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action."
In OWA:
Trying to login with the Exchange 2013 only account it seems to try and login, sits and thinks about it for awhile and then the URL switches to the legacy URL. The login obviously fails with a "This page cannot be displayed" error.

Note from above the DNS alias 'mail' is the new server. So if I ping 'mail' I get replies from new server, nslookup shows new server also. But if I do :
nslookup mail.my.domain.name
it fires back :
Name: mail.my.domain.name.my.domain.name
Address: <address of OLD 2007 Exchange>
I would think this nslookup would show the NEW Exchange 2013 machine?

PLEASE HELP! If you need for information I will do my best!

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