Freaks and Geeks
You will learn from the book Sick in the Head that the first lead writing gig for Judd Apatow was the show Freaks and Geeks. This is a groundbreaking show in so far that it features teenagers being teenagers, rather than beautiful people acting like adults. This was considered revolutionary at the time. Unfortunately, the show only lasted one season. However, that has its advantages because you can burn through the 16 episodes on Netflix without committing weeks to the venture. It is the show that largely launched the careers of James Franco, Seth Rogen, Jason Segal, and more. This show is hilarious, as it deals with real high school problems in a very authentic way. While this show is a little dated, it will make you laugh hysterically if you ever attended high school (which I'm sure most of you did).