Thankfully I got all of my Season Sets as they actually came out, so all of mine have the booklets.

Course that about broke me the one time there was like...a Z Season Set, a GT Season Set, and one of the Double Feature movie tins,
ALL released on the same day. My poor wallet.
I liked the covers they used for a while, but towards the end there it kind of did go against what I was expecting/wanting. If it had been me, this would have been the covers.
Season One: Goku (Instead of Vegeta)
Season Two: Vegeta (Instead of Goku)
Season Three: Freeza (Same)
Season Four: Trunks (Same)
Season Five: Cell (Same)
Season Six: Super Saiyan 2 Gohan (Instead of Super Saiyan Goku)
Season Seven: Great Saiyaman (Instead of Piccolo)
Season Eight: Gotenks (Instead of Majin Vegeta)
Season Nine: Kid Boo (Instead of Super Vegito)
They did pretty much what I would have for the Dragon Ball and GT sets, at least in the end anyway. Originally I kind of thought there should be a Tenshinhan cover somewhere in Dragon Ball, or use Piccolo for Season Five, but I liked starting and ending it with kid and adult Goku. And for GT I originally thought maybe giving Pan a cover, but eh...with only two sets, it's kind of hard to give everyone their dues.
Actually, I guess for GT, I would have left off SS4 Gogeta, and had 'Season One' have a regular 'kid' Goku from GT cover, and then 'Season Two' would have been SS4 Goku.