) Reporting Services (RS) is required for the Upgrade Advisor

This is a logical gotcha that kinda makes me mad. Microsoft Best Practices and our corporate security guidelines state that you should not put Reporting Services on the same server as an Operational Data Store (ODS). The crux of the matter is that the SQL Upgrade Advisor (SUA) has to be on the server that it is scanning. It makes much more sense that the SUA be installed on a separate RS server and pointed towards the target server with a connection object. I went ahead and installed RS on the first dev server and then ran the SUA scan.

The scan revealed nothing I didn't already know. Secondly, the SQL upgrade program does a similar scan, which will reveal any show stoppers. I made a judgment call and decided not to run SUA on servers that don't already have RS on them.