Es gibt von Microsoft eine neue und sehr umfangreiche Anleitung, wie ein Windows 2003 Small Business Server (SBS 2003) auf ein Windows 2008 Small Business Server (SBS 2008) zu migrieren ist und welche Probleme und Hürden bei der Migration überwunden werden müssen.

In diesem 79-seitigem englischsprachigen Dokument wird ausführlich auf die Vorgehensweise eingegangen. Folgende Punkte werden dabei angesprochen:

Migrate to Windows Small Business Server 2008 from Windows Small Business Server 2003
Prepare your Source Server for migration
Back up the Source Server
Install the most recent service packs
Verify the network configuration
Raise the functional level of the Active Directory domain and forest
Evaluate the health of the Source Server
Optimize Exchange Server and mailboxes
Synchronize the Source Server time with an external time source
Run the Migration Preparation Tool
Plan to migrate line-of-business applications
Create a migration answer file
Install Windows Small Business Server 2008 in Migration Mode
Migrate settings and data to the Destination Server
Change where to store data on the Destination Server
Configure the network
Configure the Internet address
Migrate network settings
Migrate certificates
Migrate Exchange mailboxes and settings
Remove Internet connectors
Migrate POP3 connectors
Move Exchange Server public folders
Move the Offline Address Book
Move mailboxes
Enable circular logging on storage groups
Remove legacy Group Policy objects and logon settings
Remove old logon scripts
Remove old Group Policy objects
Migrate users‘ shared data
Configure a new shared volume on the Destination Server
Copy users‘ shared folders to the Destination Server
Copy additional shared folders to the Destination Server
Migrate the internal Web site
Steps performed on the Source Server
Steps performed on the Destination Server
Migrate fax data
Migrate user accounts and groups
Enable folder redirection on the Destination Server
Migrate SQL Server data
Install a new instance of SQL Server 2008
Migrate a SharePoint instance of SQL Server 2000 Standard
Migrate a SharePoint instance of SQL Server 2005 Workgroup
Migrate a SQL Server 2000 instance or SQL Server 2005 instance to SQL Server 2008
Specify SQL Server collation settings
Migrate Terminal Service licensing server
Finish migration
Demote and remove the Source Server from the network
Delete the old Folder Redirection Group Policy object
Give the built-in Administrator group the right to log on as a batch job
Optional post-migration tasks
Manage natively joined computer objects in Windows SBS Console
Remove Source Server entries from DNS
Configure POP3 Connectors
Update mailbox quotas
Share line-of-business and other application data folders
Fix client computer issues after migrating from Windows SBS 2003 Premium
Run the Windows Small Business Server 2008 Best Practices Analyzer

Das Migrationshandbuch kann hier nachfolgend heruntergeladen werden:
–  Anleitung für Migration vom SBS 2003 auf SBS 2008 (Small Business Server)