Configuring Mac OS X Email Clients for SBS 2011 and Exchange 2010 ActiveSync


I recently ran a swing migration for a new client upgrading them from Windows SBS 2003 to SBS 2011. The migration went well, but I'm having a lot of pain setting up the Mac users for ActiveSync email on their Mac Mail clients (The Windows Outlook clients are working just fine) - I keep getting autodiscover.<domain>.com errors when I attempt to configure the email account.

Mac Mail Config Error
The Macs can ping and resolve the autodiscover.<domain>.com host record.
They are not using a web proxy.
They are all using OS X 10.6.8.
The version of Mac mail does not seem to have any ActiveSync component/options.
The version of Thunderbird does not seem to have any ActiveSync component/options.
I have successfully set the users email account on Mac OS X 10.8.2 and on iPhone 4S's

I do not want to set up POP3 and IMAP connectors in Exchange as this is a step backwards.

Has anyone successfully configured older versions of Mac Mail for Exchange 2010?

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Simon Butler (Sembee)ConsultantCommented:
I didn't think that MacMail uses ActiveSync, I thought it used EWS?
Anyway, do you have a trusted SSL certificate on the server?

cpadmAuthor Commented:
We do have a trusted cert on the server. Does the cert need to be manually imported?
Simon Butler (Sembee)ConsultantCommented:
Shouldn't do, but it depends if the Mac's recognise it as trusted.
If you browse to OWA from the Mac, does it throw a certificate prompt? You should be able to get to OWA via without any kind of SSL prompt.

cpadmAuthor Commented:
There was a trusted SSL certificate on the server and Safari did not throw a security warning on opening up OWA.

I'm not sure what was causing the issue, but upgrading to OS-X Mountain Lion fixed the issue.

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cpadmAuthor Commented:
Because it was the solution!
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