Ken Goldstein: Funniest Screenplays of All Time

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Back in 2012, the Writers Guild of America surveyed its membership to identify the Best Written TV Series of All Time and I used the occasion to share my own list. This year the WGA is doing the same for the 101 Funniest Screenplays, asking members to submit fifteen titles to collect the 101 most mentioned. Again, I am not only happy to oblige, I am happy to share my picks with all of you even before the definitive list is published!

Of course funny means different things to different people. Is it slapstick funny, quirky funny, shock value funny, social critique funny, outrageous, embarrassing, or simply impossible to describe? How can you compare so many different kinds of funny, and is the contest even worthwhile other than as a recommendation list? Many wonder if it’s the writing that’s funny, or the performances, or the directing and editing. For me, you have to give credit to the writer if the movie ranks as one of the funniest, no more who contributes. Of course as someone who types a lot of words to share with others, I’m clearly biased toward recognizing writers for their contributions no matter the collaboration. Call me old-fashioned about the important of the written word, but my sense remains that if it’s not on the page ready to be made funny, no one can come to work to make it more funny!

I reached out to my Facebook friends to see what they thought, and what you see below, not in any specific order, are my fifteen, followed by all others that were mentioned frequently or emphatically. Mel Brooks is a clear and recurring winner here, along with the mockumentary Christopher Guest ensemble, a healthy dose of Monty Python, and a rousing run by the Coen Brothers. There were definitely generational trends in the responses I collected, with any number of people on this or that side of political correctness and golden age vs. modern age vs. contemporary leanings. Like music and literature, comedy is very personal, and taste is an individual expression of who we are what makes us tick. There’s a wide net here, and it will always be open to argument, rebuttal, reform, and addition.

I somewhat arbitrarily capped the list below at sixty titles because, well, I guess I didn’t want it to go on forever. Some of the motion pictures named by my friends were less familiar, so I tried to stay with more mainstream and recognizable fare. That should leave plenty of room for surprises when the WGA list is published next winter, and also for any others might want to add. I’m sure you’ve enjoyed many of these:

1) Young Frankenstein

2) Blazing Saddles

3) Monty Python and the Holy Grail

4) Animal House

5) Airplane

6) This Is Spinal Tap

7) When Harry Met Sally

8) Arthur

9) A Fish Called Wanda

10) There’s Something About Mary

11) Trading Places

12) Austin Powers: International Man of Mystery

13) Stripes

14) Dr. Strangelove

15) MASH

And then from my social media community…

16) Waiting for Guffman

17) Best in Show

18) Some Like It Hot

19) What’s Up Doc?

20) Duck Soup

21) A Night at the Opera

22) Flirting with Disaster

23) Raising Arizona

24) The Producers

25) Caddy Shack

26) Bridesmaids

27) Wedding Crashers

28) Fast Times at Ridgemont High

29) The Princess Bride

30) Shakespeare in Love

31) Caddy Shack

32) Monty Python’s Life of Brian

33) Monty Python’s The Meaning of Life

34) The Jerk

35) O Brother, Where Art Thou?

36) The Big Lebowski

37) Rushmore

38) Napoleon Dynamite

39) Being John Malkovich

40) Annie Hall

41) Harold and Maude

42) My Cousin Vinny

43) My Favorite Year

44) Groundhog Day

45) Ghostbusters

46) Tootsie

47) The Hangover

48) National Lampoon’s Vacation

49) His Girl Friday

50) Office Space

51) The Naked Gun

52) The Forty Year Old Virgin

53) Dumb and Dumber

54) Tommy Boy

55) Planes, Trains, and Automobiles

56) The Blues Brothers Movie

57) The Graduate

58) The Pink Panther

59) The Party

60) A Funny Thing Happened on the Way to the Forum

That’s a more than decent start, plenty of chuckles, guffaws, and belly laughs to go around. Remember, it all starts with the written word, or as many writers like to say: “You know that joke? Somebody wrote that!”

Please feel free to add any of your favorites in the comments below!

Ken Goldstein

Ken Goldstein is the author of the national bestseller This is Rage and the forthcoming Endless Encores. Visit his website for more.

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