SharePoint 2010 Upgrade Decision Tree, as detailed on my blog over at http://www.benjaminathawes.com/blog.

1. SharePoint 2007 to SharePoint 2010 Upgrade
4
Decision
Is the time taken to perform an in-
place upgrade greater than the
acceptable downtime period for your
clients (use test results)?
No 6
7
1
Yes Does your environment have
Is your SharePoint farm mission- Are you satisfied that there is an effective
significant custom code or other
Yes roll-back method in place (backups, VM Yes
critical, such that any chance of No customisations that will not run
downtime would be unacceptable? snapshots)?
in SharePoint 2010?
No
2 5
Can your MOSS infrastructure be Is the time taken to perform an in-place
upgraded to SharePoint 2010 (64-bit, hybrid upgrade greater than the
Yes
Windows Server 2008, SQL Server 2005 acceptable downtime period for your
with relevant SPs and CUs)? clients (use test results)? No
Yes
In-place Upgrade or Hybrid with DB
3 Yes detachment option during binary
No upgrade, depending on whether
Is there budget to purchase option 4 or 5 was chosen.
new hardware that can support No
2010?
8
Can the business justify the cost
Unable to Upgrade at present, reconsider
No
budget or downtime mitigation method
No of rewriting problematic MOSS Yes
customisations for 2010?
No
No
Yes 9 10
Can the business justify the administrative Can the business justify the cost of
DB Attach Upgrade with AAM Redirection for
cost required to gradually upgrade Web Yes rewriting all MOSS customisations for Yes large content database upgrades
applications via the DB attach method? 2010?
Originally created by Benjamin Athawes @benjaminathawes, idea from Joel Oleson @joeloleson