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ETI2010Flag for United States of America

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What would be the best process to upgrade from SBS 2003 to a new server running SBS 2008?

Old server is running exchange 2003, SQL 2005, Active Directory, and a couple other various softwares.  It also acts as a file server. Any and all help is greatly appreciated. Thanks.
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Govvy
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By a 2008 server Standard edition and put both of them on the network as Domain controllers for a domain controller cluster and sharing the services they provide. Since your 2003 server is a SBS machine it would have to be the FSMO role holder. SBS machines have to be the FSMO role holders. You can't have both at the same time.

But, consider having one machine as a standard OS so that you have a DC cluster. That's the one thing I don't like about SBS edition software.
Go with Govvy, this is a well documented and usually quite straight forward migration. I'm not really sure where ChiefIT is heading with his comment, but unless you have a specific LOB that requires the second server, I can't see where from your post a second server would be required?

To points to watch out for with SBS 2008, there is no ISA or Internet connection sharing. so you will need some other gateway/firewall solution. SBS 2008 is also a 64 bit platform, so there may be compatablity issues, typically with LOB applications or printer drivers.
It's not a requirement, just nice to have in the event of a hardware failure of the SBS puter. It's nice to have clustered servers for that reason.