iTunes vexes me. For better or for worse, we’re an Apple household and own an Apple TV, so I’m kind of stuck with iTunes for managing my media files.
My wife and I have also purchased a significant amount of DVDs over the years, which I ripped to iTunes using the trusty old Handbrake (love you, Handbrake!). These DVDs include a lot of TV shows, such as Doctor Who and Magnum PI.
My workflow has always been: rip via Handbrake, then import into iTunes by dragging the m4v files onto the iTunes window. By default, the TV shows don’t have any metadata (no proper titles, descriptions, episode numbers, or artwork), and iTunes automatically files them under Movies. This means they’ll show up in Apple TV with no description, no preview picture (such as DVD box art), and no sequence information.