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MAC Outlook does not change connection profiles

Posted on 2014-10-16
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Last Modified: 2015-04-08
Hello, I'll start by saying I'm not very MAC literate. I have an exchange 2010 environment with one mac user running outlook 2011,

When the user is in the office his outlook connects to the exchange server using the server name and it operates fine.  it connects to servername.domainname.local/EWS/.... When he leaves the office, it does not automatically change to the internet based access using the public url mail.domainname.com. Use SSL is checked in the outlook server setup.

if he manually changes it to mail.domainname.com, it works, so it's not automatically changing connection types.

This works fine on PC's running outlook, users can come and go to between the office and out of the office with no problem. It's just the mac that is experience this issue.

Is there any settings either on the mac, mac outlook or exchange that need to be made for the MAC?
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Question by:ChiIT
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by:Gareth Gudger
ID: 40389474
You can reconfigure Exchange to use the same names internally as it does externally. In fact when your certificate expires you will likely have to drop the .local names anyway. Third party certificate providers no longer accept them on UC certs. Its easy to do.

Check out this article.
http://supertekboy.com/2014/05/27/designing-a-simple-name-space-for-exchange-2010/
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by:ChiIT
ID: 40390025
This may be timely since my ssl certificate expires next month and I need to renew it.

Will changing the names to be the same have any effect on the PC users? Also will dropping the .local have any other impact that I would need to worry about?
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by:Gareth Gudger
ID: 40390071
None at all. Take a look at that article. It explains the entire process. You will also need to configure split-brain DNS if you don't have it already. I use this same method all the time for pure PC networks.

With this new requirement from the 3rd party cert providers I am currently making this transition quite often for my clients and without incident.
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Author Comment

by:ChiIT
ID: 40405196
Hi Gareth, getting back to this. You had mentioned I'd most likely have to drop the .local. I noticed that there are configs such as the outlook server name in the outlook mail config for example that point to  server.com.local.

Will these automatically resolve if the .local is removed? I'm guessing its part of the ad as well..

P.s. I tried to send a note regarding hiring you but can't tell if it went through.
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by:Gareth Gudger
ID: 40418212
Sorry for the delay. Crazy work week.

Yes, you can drop the .local's. The SSL certificate providers will no longer accept .local on a certificate request. So, with .local removed from the cert we need to change all Exchange URLs (both internal and external) to names that are allowed on the cert. Which will be your .com's etc. Then we configure split-brain DNS so your internal computers go to .com versus .local.

Hope that helps. Let me know if any of the steps in that article I linked earlier don't make sense.
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by:ChiIT
ID: 40421373
HI Gareth, thanks, would it be possible for you to contact me via message for a possible hire for remote work?
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Gareth Gudger earned 500 total points
ID: 40423147
Sounds good. Talk to you soon.
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Author Closing Comment

by:ChiIT
ID: 40714062
Gareth was able to help me install new SSL certificates which corrected the problem
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