[There's a reason that Yoda is the unofficial mascot of SBS.  Size indeed matters not.] Step eight - Planning on those line of business applications - THE OFFICIAL BLOG OF THE SBS DIVA
Thu, Dec 30 2010 22:52 bradley

Step eight - Planning on those line of business applications

http://technet.microsoft.com/en-us/library/gg563799.aspx#BKMK_PlanToMigrateLineOfBusinessApplications

Plan to migrate line-of-business applications

A line-of-business (LOB) application is a critical computer application that is vital to running a business. LOB applications include accounting, supply-chain management, and resource-planning applications.

When you plan to migrate your LOB applications, consult with the LOB-application providers to determine the appropriate method for migrating each application. You also must locate the media that is used to reinstall the LOB applications on the Destination Server.

You can fill in the following table as you collect LOB-application information.

....

If you haven't done your homework WAY before this to determine if your line of business apps

a. Support SBS 2011 (or will)

b.  Support Win2k8 r2

c.  Support 64bit

And all of the resulting impact of moving from a 32bit operating system to a 64bit operating system, honey stop the migration thinking right here and right now and begin all over again with that in mind.

If you find that some of your apps won't support 64bit you have a couple of choices..... you can plan on a Win2k3 server license and repurposing the old SBS hardware to be a member server, or a 2k3 license in a HyperV.  Bottom line... start planning NOW before the new year starts of what apps will support 64bit and which ones won't.

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