Luke, I ran the reports installer that came with 9.1 full installer. This updated the reports database as far as I know. I can hit the SSRS web URL for management and for reports. I can generate the reports there and see such things as admin accounts and device counts. However, when I jump back into our console, I only get 21 different new style reports. I even went ahead and setup dedicated file and report storage, something we didn't have on 9.0.
I stepped through a 9.1 to 9.5.0.9 update and it went fairly well. Just note that the 9.4 DB installer had a pre-req that required a restart before continuing. After the reboot the DB installer auto launched and I just continued on without going back and running the Application installer and waiting for it to prompt to do the DB portion.