Exchange 2013 Outlook Client connectivity

I'm migrating from Exchange 2010 to Exchange 2013 and on the final stages. I pointed the external and internal DNS records to Exchange 2013. I moved one mailbox to Exchange 2013 and then tried to create a new Outlook client profile and bring the mailbox up however the client would not connect. It stated trying to connect encrypted and unencrypted. It did not work. I checked nslookup and the IPs are all set pointing to Exchange 2013. I then checked my certificates. I have a certificate that is a wild card. When I checked assigned services on my wild card it had IIS and SMTP assigned. Also in IIS on the default site bindings what should you use as a certificate on the two https settings? Originally they were the local generated certificate. I changed them to the wild card no luck. Please assist.
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cyberservicesAuthor Commented:
My DNS external IPs are the same for both  and  is this the correct practice?
Will SzymkowskiSenior Solution ArchitectCommented:
With Autodiscover you can use either an A (host) record or CNAME record. I perfere the CNAME approach and it points to If you are using an A record then it points to the same IP as for

On your Exchange server make sure that all of your virtual directories are correct as well.


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