Not sure how many I've seen 100 times. There may be a couple of categories that reach those figures.
(1) Stuff I watched as a kid -- Star Wars (IV), Ferris Bueller, Back to the Future I and II, Its a Mad Mad Mad Mad World, Die Hard, Jurassic Park, Superman III.
(2) Certainly the most embarrassing of the group is The Care Bears Movie ... my sister used to watch it like a fiend when I was young, and now my daughter's pretty into it, too. I can quote the goddam thing like I wrote the script.
(3) Maybe a few Disney movies that my daughter runs nonstop ... The Little Mermaid, Beauty and the Beast, Aladdin, Cinderella, etc. But it'd have to be some of the ones that I saw a few times before she was born.
(4) Maybe a couple of seasonal favorites that get run a few times a year ... Christmas Vacation, The Muppet Christmas Carol.
100 is a pretty high bar though. I can't see much new stuff making that list, and I am probably overshooting with some of this older stuff.
SnakeDoc