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Exchange 2013 Outlook Client connectivity

cyberservices asked
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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My DNS external IPs are the same for both autodiscover.domain.com  and mail.domain.com  is this the correct practice?
Senior Solution Architect
Most Valuable Expert 2015
Top Expert 2015
With Autodiscover you can use either an A (host) record or CNAME record. I perfere the CNAME approach and it points to mail.domain.com. If you are using an A record then it points to the same IP as for mail.domain.com.

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