Small Business Server 2008 Upgrade

So i am tasked with upgrading our old SB2008 server. Its a small office composing of about 30 users. I was looking to upgrade to the latest Windows Server 2012. We will only have 1 Domain Controller that will also act as a file server and DHCP Server. Now I dont believe that you can upgrade directly to 2012. What would be the easiest way to upgrade and still keep my Active Directory accounts in place so that i dont have to have all new SIDs and keep the OU in tact along with the domain? Thank you
Isaias PerezLAN / PC Analyst 4Asked:
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JohnBusiness Consultant (Owner)Commented:
The easiest way is to get a new server with Server 2012 on and then follow the Microsoft methodology for promoting Server 2008 stuff to Server 2012 so that you can make Server 2012 DC and decommission Server 2008.
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Lee W, MVPTechnology and Business Process AdvisorCommented:
If you're not going to use e-mail (exchange) then here's what I would suggest given the very limited information provided and obtainable in a forum:

1. Purchase a copy of 2012 R2 through a Volume License.  Don't forget the CALs either.
2. Setup a temporary server to run Hyper-V and setup the 2012 R2 with Hyper-v on the hardware and then another 2012 R2 VM as a member server in your SBS domain.
3. Run DCDIAG /C /E /V on the SBS server and ensure AD is healthy - correct any unexplained errors.
4. promote the 2012 R2 VM (not the hyper-V host server) to a DC in your domain.  DO NOT transfer the FSMO roles.
5. Migrate all your data and files off the old server (you can use Disk2VHD to create a VHD of the existing drive on the SBS server and then attach it to the VM very easily).
6. Once everything is migrated, UNINSTALL EXCHANGE from the SBS server!  (Clean up AD)
7. Once Exchange is uninstalled transfer the FSMO roles and run DCDIAG /C /E /V to ensure everything is working properly.  Correct any issues.
8. Once the roles are transfered and AD is is pronounced healthy, demote the SBS server and remove it from the network permanently.
9. Wipe and reload the SBS hardware with the 2012 R2 system and install Hyper-V.
10. Transfer your new VM DC/File Server from the temporary system to the old hardware.  OR, replace the old hardware if it's out of warranty.

IF you aren't familiar with at least 7 out of the 10 steps above, you should hire a pro or spend time setting up a test environment and learning this.  Or you could have 30 people sitting at desks unable to work.  We can help you do a few things, but if we have to write a book to get you through this, you're not qualified.  (I don't know your skill level and I'm being blunt - not intending to insult).
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Isaias PerezLAN / PC Analyst 4Author Commented:
I dont believe that you can promote a Small Business Server 2008 to WIndows 2012.. But not sure. That why i was asking. I guess let me do some more research.
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JohnBusiness Consultant (Owner)Commented:
We just moved a Server 2003 (SBS2003) to Server 2012 and it is all working.
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Lee W, MVPTechnology and Business Process AdvisorCommented:
No, you can't.  There is no in-place upgrade for any SBS server since 2003 was released - they are ALL migrations.
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JohnBusiness Consultant (Owner)Commented:
Just to be clear on my part, we did a migration (not an in place upgrade).
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Isaias PerezLAN / PC Analyst 4Author Commented:
I appreciate your honesty Lee MVP. This might be a part of the job that i might need to subcontact out.
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Isaias PerezLAN / PC Analyst 4Author Commented:
Im going to go with sbsmigration.com and pay the few hundred dollars they charge to help me with this migration. Thanks guys.
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