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SBS 2011 Out of Office

Posted on 2012-08-15
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Medium Priority
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Last Modified: 2016-11-23
Recently implemented a Small Business Server 2011 server.  The server came from Dell with SBS pre-installed, we have used the various wizards to configure it.

Everything works fine, except the Out of Office when going to outside the network?

The numerous articles I have found talk about resetting / recreating virtual directories, etc. but I cannot believe the solution is that hard?

Is there a step I have missed to allow Out of Office replies out of the office?  I do know that the replies are not reaching the smarthost server.

Any thoughts gratefully received please?
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Question by:micanlimited
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9 Comments
 
LVL 76

Expert Comment

by:Alan Hardisty
ID: 38295734
Did you install a 3rd party SSL certificate with autodiscover.domain.com included as one of the Subject Alternative Names and also add an Autodiscover A record in your external DNS records OR did you create an SRV record that points to an FQDN that is included in your SSL certificate?
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Author Comment

by:micanlimited
ID: 38295859
We used the self-signed certificate that SBS created.  We haven't made any changes to the DNS records.
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LVL 76

Expert Comment

by:Alan Hardisty
ID: 38295906
Okay - I'll bow out.  I don't ever use the self-issued certs and I never have a problem.

I know self-issued certs can work, but don't waste my time trying to reconfigure Exchange to make a small cost saving.

My recommendation would be to buy a 3rd party SAN/UCC SSL certificate, install it, create an Autodiscover A record in external DNS pointing to the Public IP Address of your Exchange server and then it should simply work.
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Author Comment

by:micanlimited
ID: 38295980
Thanks your comments, I am only sorry that you consider I have, albeit unintentionally, wasted your time.  I spent a good deal of time researching for a solution before resorting to asking for help.  There is no question of 'small cost savings' having invested large sums in a server, etc.
You have given me the non-invasive solution I was looking for and I will persue your suggestion with thanks.
Do you have a trusted source for certificates please?
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LVL 76

Expert Comment

by:Alan Hardisty
ID: 38295999
Not suggesting you are wasting my time - more the other way around.  I can't help you as I have never had to make a self-issued certificate work, so as much as I am ready, willing and able, I can't help!

GoDaddy are about the cheapest and very trusted location to buy a certificate, or a GoDaddy Reseller account is just as trustworthy and slightly cheaper than GoDaddy!
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Author Comment

by:micanlimited
ID: 38296148
Note to the Editior: although this is probably going to end up as the accepted solution, can we leave it open for a while so I can research obtaining a certificate, to save having to open a new question please?  Thanks.
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LVL 76

Expert Comment

by:Alan Hardisty
ID: 38296275
You have 21 days from the last comment before a question is eligible for cleanup, so if you haven't fixed the problem by then, just post a comment within that time to keep it open.

Other than that - keep it open as long as you need.  It takes a while to order a cert, get it approved and then downloaded / installed.

I always use the Wizard in the Exchange Management Console> Server Config

Make sure you add the following names:

mail.domain.com (or whatever you have chosen to use)
autodiscover.domain.com
internalservername.internaldomain.local
internalservername

Then you should be good to go.

Alan
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Accepted Solution

by:
micanlimited earned 0 total points
ID: 38366961
We Solved it.  The third party mail protection company needed to specifically allow the automated replies from Exchange 2010, which explains why 2003 worked but 2010 didn't.
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Author Closing Comment

by:micanlimited
ID: 38380617
This was the solution which was not suggested by anyone.  It was us speaking to the mail protection company.  As I understand it, it's because the 'reply to' fields on Exchange 2010 auto replies is blank.
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