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A default installation of Small Business Server 2008 uses a Self-Issued SSL Certificate for the Exchange Server 2007 installation. We have already demonstrated in one of our SBS 2008 Screencasts how to import the Self-Issued certificate on a client machine, and allow normal functionality of Remote Web Workplace.
You have to follow a similar approach before you are able to configure ActiveSync, and connect your mobile device to an Exchange Server which uses Self-Issued SSL certificate.
In the following Step-by-Step video tutorial, you will see how to import a Self-Issued SSL certificate on a Mobile Device.
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Dean