One of the questions I get a lot these days is what do I see the business value of SBS 2008 is. And I’ll be dead honest with you that if you wanted me to point out the wizzy bangy thingy that made SBS 2008 an absolute must have over a SBS 2003 that had a few years left on that hardware, was running nicely and had www.ExchangeDefender.com in front to protect it (like all SBS 2003 boxes should) I’d be hard pressed to argue that you should be ripping out that SBS 2003 box today.
If one already has RWW, one has Outlook over http, it’s honestly a hard sell. What the whizzy bangy stuff comes from is Windows Server 2008. It’s the TS remote apps that is really cool. (Of course Dana might argue with me over the coolness of the resource mailboxes in Exchange 2007). It’s the replication stuff that’s under the hood. It’s the full license of Windows that is included in Premium. It’s the fact that it’s supported in Virtualization whereas SBS 2003 is not.
Migration is an easy job and there will be some that look at some items and go… hmmmm if the mailboxes are under 2 gigs, and the network is small, how about exporting out those pst’s and importing them back in.
The reality is that there HAD to be a refresh of SBS 2003. One HAS to build a new integrated SMB solution. If there isn’t that “oh I must have that now” reaction to it, and you want it on new hardware only, more power to ya. That’s the way it should be.
At the end of the day it needs to make sense for the business. And if it doesn’t make sense, that’s okay. Servers will still need maintenance, no matter what.