All are male. All are fictional. All appear in movies. All are human.

1: Live action. TV show character (does appear in movies based on same TV series). From a mockumentary which stars famous comedians that is not Reno 911. Not office setting. Does not die. Not protagonist. Not primary antagonist. Middle-aged. Never redeems himself. Cyrus, Trailer Park Boys, guessed by /u/anyalemon

2: Live action. From a comedy starring a famous comedian. First appeared before 2000. Appears in a standalone film. Plays golf. Does not die. Not protagonist. Primary antagonist. Middle-aged. Shooter McGavin, Happy Gilmore, guessed by /u/anyalemon

3: Live action (also appeared in animated spin-off). First appeared before 2000. Sci-fi genre with comedic elements. Not Star Wars. Shown as teenager (but also as other ages). Biff Tannen, Back to the Future, guessed by /u/zam0070

4: Live action. From Step Brothers (2008). Does not die. Not protagonist. Not primary antagonist. In mid 30s. Has redeeming moment at end of film. Derek Huff, Step Brothers, guess by /u/LambentEnigma

5: Live action. From a comedy. Appears in a standalone film. White Goodman, Dodgeball: A True Underdog Story, guessed by /u/Wimzy49

6: Live action. First appeared before 2000. Teenager. Plays a sport. Does not die. Not protagonist. From Encino Johnny Lawrence, The Karate Kid, guessed by /u/edna_danger

7: Live action (also appeared in animated spin-off). From a comedy. Appears in a Napoleon Dynamite. Rico Dynamite, Napoleon Dynamite, guess by /u/LambentEnigma

8: Animated. Has live action counter-parts. First appeared before 2000. Gaston, Beauty and the Beast, guessed by /u/thegibbonguy

We're done here!