Mac 2016 Outlook v15.9 certificate problem

Anonymous
2015-04-15T17:27:29+00:00

I just installed Outlook v15.9 as well as updates for the entire new Mac 2016 suite released yesterday. I'm getting an Outlook certificate error as can be seen in the attached screen shot. I can click Continue and run Outlook without any problems and it works fine. Also, I wasn't getting this error in the immediate prior release. All of my company's email is hosted on Office 365. How can I fix this or should I worry about it? Thx! John

Outlook | MacOS | Legacy Outlook for Mac | For business

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  1. Anonymous
    2015-10-02T19:00:33+00:00

    This is the public KB for this issue https://support.microsoft.com/en-us/kb/3066652

    Go through this KB article and understand this issue along with the resolution.

    Thanks,

    Pawan Kapoor

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  2. Anonymous
    2015-10-02T20:32:26+00:00

    Pawan,

    Thanks very much for posting the link to the public KB for the two solutions.  It appears to have worked for me!

    I've been getting this error every day for many, many months.  100's of us here are most appreciative!

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  3. Anonymous
    2016-02-16T16:30:39+00:00

    Hi John,

    Just want to clear have you added www.domain.com or just domain.com the certificate?

    I have added domain.com but it's still not working for me.

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  4. Anonymous
    2016-02-16T16:40:02+00:00

    the only thing that I have done is check the box to "Always trust...." at the top of the error message.  I'm frankly not sure if this is advisable but it is the only way I can get past this error from coming up every time I start O/L.

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  5. Anonymous
    2016-12-27T18:43:16+00:00

    This is not a Microsoft issue.  It's an Apple issue.  Microsoft is forced to use the internal connection procedure that Apple has built into their OS.  If Microsoft had any say in this then Outlook would connect via OWA.  But they don't and it doesn't.  Want proof?  Try to setup an Exchange account in Mac Mail.  Same exact issue.  Apple in their infinite wisdom has thrown Autodiscover out the window.  Therefore the apps are attempting to lookup *.domain.com.  In my case if you attempt to connect to *.domain.com you'll get my web server instead of my mail server.  So any time I try to setup an email account in Outlook for Mac it tells me WEB doesn't match MAIL.  Well, no crap!  That's why the only fix for this is to either fudge the certificate or just ignore the mismatch and tell it to trust it (both solutions outside of MS's control).

    Which leads me here.  For the first time I have a user that bought the student version of Office so now I'm stuck with Mac Mail and this fix doesn't work.  Mac Mail refuses to connect even if you trust the bogus cert.  That has nothing to do with this forum but I figured I would chime in because people here were all over the place with this issue.  Now I'm off to try and find a solution for Mac Mail....you suck Apple!

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