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Something changed in the AD account, something changed in the Exchange account or something changed on the phone itself. Can you enable debugging on the phone to ascertain why exactly the phone is throwing an error.
Follow these steps to enable debugging: You will need to have an already configured email account in order to enable debugging. If there is not one then you can simply add the User's gmail account.
After this gmail account has been added go to the "Accounts" screen in the email app and type the following. This should pop up a new screen with 4 checkboxes to enable enable debugging. Select all four check boxes and press the back button.
Now attempt to connect the User's phone to Exchange several more times so we get some good log data. The log should be located at the root of the phone's SD card and will be called emaillog.
Well the log info that you have posted is fairly generic. So I am going to post a couple of things that have helped me in the past: Attempt to disable the the Exchange ActiveSync policy on the User's mailbox and then attempt to re-enable. You could even try making a copy of your current EAS and have him point to that one instead to see if that does anything.
Under the User's Active Directory make sure Include Inheritable permissions from this object's parent is check marked.
You can view this setting by doing the following:Its private key is used on any other server that allows SSLv2 connections, even for another protocol. Many companies reuse the same certificate and key on their web and email servers, for instance.
The Microsoft Evaluation Center brings you full-featured Microsoft product evaluation software available for download or trial on Microsoft Azure. A non-Exchange server (like your Barracuda) can’t be involved in the mail flow between the on-premises Exchange server(s) and the Exchange Online servers.
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