I've got 20 seasons of Top Gear all converted and waiting to be added to iTunes. They exist on my external HD, so when I drag them in to iTunes I hold in Alt/Option, so they stay there. If I drag in the folders for seasons 1 through 13, all episodes show up, and if I select the show in iTunes I see "tabs/buttons" for Season 1, Season 2, etc etc. Pic here: https://dl.dropboxusercontent.com/u/2213114/2013-08-23_18-05-00.jpg However if I drag season 1 through 14 (or more), only season 1 shows up in iTunes grid view. However all episodes/season show up in List view, and all are available on my Apple TV. If I drag just, say, season 14 through 20, they add fine. But if I then add 1 through 13, again only 1 season shows in Grid view. In all cases the correct number of "New" episodes shows on the blue banner on the cover (i.e "99+"). Top Gear generally has about 6 to 10 episodes per season. I have exactly the same problem with The Simpsons. All my other shows added fine. Just The Simpsons and Top Gear had issues. I doubt it's a co-incidence those are the only 2 shows I have with hundreds of episodes and 20+ seasons each. It's almost as if iTunes has some kind of limit… Running iTunes 11.0.5 and OS X 10.8.4.