I'm wondering how My Movies does with ripped DVDs of TV show seasons. I seem to find much about it either here on MR or at the MM site. I'm starting to more seriously consider ripping all the TV on DVD my fiancee and I have accumulated over the years so we can get at any episode we'd like on demand.
If not My Movies then what might be a better choice for Win 7 Media Center?
Your source for everything home theater & HTPC related

Maybe MediaBrowser can be helpful? I use it for TV shows, but I guess that depends on how you rip the shows. If you rip each episode as a single file, then MediaBrowser is absolutely the right choice. I don't know if it can handle and categorise a complete DVD image. MediaBrowser can be found at http://www.mediabrowser.tv/