1. No timeouts - So yes, in the previous 2007 in place upgrade, there would be failures based on timeouts related to things like large lists.
2. Continue on failure – Think of it as on error resume next. In the previous if you ran into something missing or something unexpected upgrade would fail.
3. Resume – After a failure you will now be able to resume where you left off.
4. Error Logging – So the error logging is much better. It’s in it’s own file so that definitely makes it much easier to troubleshoot and identify issues.
5. Better status output – new stsadm command localupgradestatus which allows you to see the progress of the upgrade after the configuration wizard has been run. In fact the new UI in Central Admin, Upgrade Status page in 2010 will also allow you to see the database upgrade status.
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