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xzay1967

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Remove/change Primary external domain in SBS2008

Summary and issue:
My client is running sbs2008 which comes with Exchange 2007 and AD builtin. I have already configured the domain to use firstdomain.com. Everything is working fine, OWA, Outlook, RWW etc, RWW is mail.firstdomain.com. Then she wanted to add seconddomain.com and stop using firstdomain.com. I added the new domain to exchange and configured it as the new accepted domain, set it as default and updated the email policy so it is the primary send and receive. I also setup the MX record to point to the IP of firstdomain.com. The only hitch I encountered was the certificate would popup on external outlook users. I explained that she needed to buy a new cert (SAN) that included autodiscover.seconddomain.com, firstdomain.com, and also seconddomain.com). The cost is crazy for the SAN, so now she wants to totally remove firstdomain.com from the network.
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Plan of action:
Run the Internet Wizard and set seconddomain.com as new primary external domain
Change MX record to point to IP of seconddomain.com
Run cert wizard in SBS console
Remove firstdomain.com from accepted domain in EMC
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Concerns and questions:
There was no autodiscover issue when there was one domain. Should I expect any now that I am going back to having one domain after removing firstdomain.com?
Would I still need to purchase a cert that included autodiscover.seconddomain.com (seems like this would depend on the answer from question 1, lol)
When the internet wizard is run for secondomain.com, would it also create virtual directories for owa, ews, etc whereby I can now use mail.seconddomain as the new URL for RWW?
Can I leave the old MX record in place until the new one populates the DNS servers around the internet? I just dont want any or minimal email down time. I guess the better question would be, How do I avoid or minimize email down time?
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Avatar of Simon Butler (Sembee)
Simon Butler (Sembee)
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Avatar of xzay1967
xzay1967

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Hmm, thanks Simon, it would be very interesting to find a company that offers SAN certs for that low price. All the providers I called were talking hundreds. I got a quote from Verisign and they quoted $900 per year for a SAN that included seconddomain.com, firstdomain.com, and autodiscover.seconddomain.com. I did that srv record and pointed it to the ip of firstdomain.com IP, (not sure if it is related), but now I get autodiscover for cpanelemail prompts when outlook first runs. Is this some new thing? If it helps, the provider is Network Solutions that host seconddomain.com. Back to the MX record, I just remembered, I can add the other IP and just set the priority higher than the old one. Worse case, is if mail can't hit it, it will revert to the next on the list. But I assume that once I run the internet wizard that owa wont function for the old one anymore, or outlook wont work until the dns is caught up for seconddomain.com. Which brings me back to the cert, can use outlook or rww until cert is in place. In regards to the autodiscover, I never created a record for firstdomain.com when I setup the domain years ago. I assume that the internet wizard took care of all that when it created the virtual directories. Oh one more, I am in Philly, client is in TX, can I do this remotely?
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You are a genius Simon, I actually forgot I could use GoToAssist for the remote work. I think for consistency I will create an A record called mail.seconddomain.com on the external dns, then add a MX record entry called mail.seconddomain.com with a priority of 15 since the other (current) one is set to 10.  The current MX record points to IP of firstdomain.com and since she wants to totally dump the old one, I may go with a new record. That way the record will already be in place for when I add the cert, plus mail won't use the new one unless the one with the priority of 10 is not accessible. Your thoughts please. Thanks for the tip on the cert provider.
Ok so I went ahead and bought the cert, will generate the request once I change the domain name. Once I change the primary domain on SBS, does the current email function stop working i.e owa, outlook etc?  I am trying to get a feel of what to expect outage wise so I can prepare for it.
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Thanks again for the detailed response Simon. I always thought that with SBS being to temperamental that not using the built in wizard was advised. This is Exchange 2007, so I will have to figure out how to request the cert via EMS. If not too much to ask, can you assist me with that as well? Here are what I would like in the SAN request:
mail.wtaylorrealestate.com <<<current domain
mail.taylorrealestate.com<<<< new domain
autodiscover.wtaylorrealestate.com
autodiscover.taylorrealestate.com
Not sure if I need to include the server name, but if I do, then its wtr-dc01.wtaylor.local
http://exchange.sembee.info/ I believe I found your site, I will follow the instructions. Do you still recommend including "Sites" in the SAN? I have generated the CSR using EMS:
Should I redo and include "Sites"? Only issue is I am only allowed 5 entries for the cert I purchased, if I have to include Sites, which can I remove and still be in the green?
New-ExchangeCertificate -GenerateRequest -Path c:\mail_taylorrealestate_com.csr -KeySize 2048 -SubjectName "c=US, s=TX, l=Houston, o=Taylor Real Estate Group Inc, cn=mail.taylorrealestate.com" -DomainName mail.taylorrealestate.com, mail.wtaylorrealestate.com, autodiscover.taylorrealestate.com, autodiscover.wtaylorrealestate.com, wtr-dc01.wtaylor.local -PrivateKeyExportable $True
First let me extend a million thanks for your help. I have performed the operation, and all went well except for one glitch. Now for some odd reason, when users launch Outlook internally, they are prompter with cert warning that reference the old domain. See screenshot. The cert does include the old domain as well as the new domain, so not sure what the problem is at this point.
mail.taylorrealestate.png
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My apologies Simon, I forgot to close this question and award you your points. I followed your article on the site you host, and got everything working. I was also able to solve the issue of the cert warning where it referenced the old domain. I simply set all the internal uri for the ews, owa and oab to the exteral uri. Thanks again for everything.