Outlook 2011 Not Authenticating to Exchange 2013 after SSL Renewal

Sep 25, 2014
Reaction score
Hi guys,

We just started having an issue with some of our Macs and I’m just hoping you’ve heard of the issue before and can point me in the right direction.

We had to renew our SSL certificate for our Exchange 2013 environment earlier this week. Once the SSL cert was installed on the exchange server, a couple of our Macs (but not all) could no longer authenticate and access their mail.

Mail on their iPhones and via webmail still works just fine, but nothing through their Outlook 2011 on their Mac (even after removing and re-adding their accounts).

Shop Amazon

Shop for your Apple, Mac, iPhone and other computer products on Amazon.
We are a participant in the Amazon Services LLC Associates Program, an affiliate program designed to provide a means for us to earn fees by linking to Amazon and affiliated sites.