My previous reference, “It couldn’t be any easier!”, was a little premature.. I take that back.

We have run in to a few issues with the iPhone and Exchange sync when trying to sync to a server with a self-signed certificate.

It seems the iPhone will not do business with a non CA Cert.

Here is how we bypass this little problem.

You first need a personal email account setup on your iPhone! (Gmail, Yahoo, .me)

For simplicity, on your computer, open IE and navigate to your Outlook Web Access (you can do this from the server if you are an advanced user), click on the cert button:

In the drop down, select View Certificates.

On your certificate window that just popped up, go to the Details tab.

Click on “Copy to File…”

Go through the wizard and export the certificate as a DER encoded binary (.CER) file. Put it on your desktop.

Once exported, take the new .cer file and send it via email, as an attachment, to your iPhone.

On your iPhone go to your Mail icon and go to the Inbox of the personal account. Find the email you just sent.

Scroll to the bottom of the email and click on the cert.cer file…

After you click, you’ll be presented with the Install Profile screen.

Just click the Install button to install the certificate.

Once complete, you can now sync with Exchange, complete the setup process outlined in my previous post!

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