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Each email account configured in Outlook should have separate S/MIME configuration. Right now, if you configure Outlook with an S/MIME cert on one account, and set it auto encrypt, it applies those settings to all email accounts, even those you don't have an S/MIME cert for.
Right now, if you enable the client side auto archiving in Outlook, and have multiple accounts configured in Outlook, all messages from all accounts are archived into the same .pst file. This should not be the case.
Right now, there are something like 2900 UM system prompts. It's not supported to change them, and installing a CU overwrites them. It would be nice to have it supported to change them, along with a list of which prompts contain which message.
Right now, when you disable someone from UM, it leaves the EUM addresses assigned to the user. It would be nice to see a prompt asking if you'd like those removed. Otherwise you have to manually remove them to make that extension available for another user.
This was available with Lync 2010/OWA integration, but Lync 2013 integration requires manually editing the web.config in Exchange.