I have been supporting older versions of SBS for years, SBS2003 primarily as of late. We recently got a new SBS 2008 server in one of our offices and it was quite different for me on the surface. My biggest challenge was/is the differences in Exchange 2003 vs. Exchange 2007.
We had another server replacement planned for another Office and it was quoted out as an SBS 2008 when the planning was done. Now we find out they are only loading and shipping SBS2011 on the servers. We don't want to have to reload the box, time and expense, once it gets here. I think our concerns are mostly with Exchange 2010 and how it works now. This office may not use Exchange right away for mail, but would like the option of public folders and things they are familiar with from the past. I have not seen this OS or Exchange 2010 yet. Can anyone tell me are there major differences between SBS 2008 and SBS 2011?
http://www.youtube.com/watch?feature=player_profilepage&v=dUAva3ukzlI
Exchange 2010 likes RAM. Exchange 2007 needed more I/O (disk subsystem performance).
Exchange 2010 requires some familiarity or access to resources on PowerShell.
Management is fairly similar in the SBS Console. Features wise, the codebase for Win2K8 R2 is much superior to the codebase for Win2K8 (difference between Vista and Win7). So, SBS 2011 performs better.
Philip