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Top 5 Screenplays of All Time

Each brother's #1 was the other's #4, Good Will Hunting and The Social Network.

Hear it on episode 9 at 49:16 →

Jeff's picks

  1. № 1

    Good Will Hunting (1997)

    Gus Van Sant

    The bar scene and the "how do you like them apples" payoff are classics; Robin Williams' "had to see about a girl" story stuck with him for years.

  2. № 2

    Inglourious Basterds (2009)

    Quentin Tarantino

    The farmhouse opening and basement tavern scenes are iconic, capped by a gleefully rewritten ending to World War Two.

  3. № 3

    Dead Poets Society (1989)

    Peter Weir

    Robin Williams' Carpe Diem speeches shaped how Jeff thinks about conformity versus individuality.

  4. № 4

    The Social Network (2010)

    David Fincher

    Rapid-fire Sorkin dialogue that tells the Facebook origin story in a compelling, if not entirely realistic, way.

  5. № 5

    Inception (2010)

    Christopher Nolan

    An original idea this good doesn't come along often, with nested dream layers that still hold up on a full rewatch.

Matt's picks

  1. № 1

    The Social Network (2010)

    David Fincher

    Sorkin's script is sharp and witty scene after scene, right down to Eduardo's confrontation with Zuckerberg.

  2. № 2

    The Shawshank Redemption (1994)

    Frank Darabont

    Frank Darabont's adaptation of the Stephen King novella, full of hope and a beautifully unpacked ending.

  3. № 3

    Million Dollar Baby (2004)

    Clint Eastwood

    Paul Haggis wrote it on spec and Clint Eastwood shot it almost as written; emotional from start to finish.

  4. № 4

    Good Will Hunting (1997)

    Gus Van Sant

    Matt Damon and Ben Affleck's screenplay is packed with some of the best dialogue and character work he's seen.

  5. № 5

    Pulp Fiction (1994)

    Quentin Tarantino

    The nonlinear structure and razor-sharp dialogue, all from a script Tarantino wrote and then directed himself.

The criteria: a screenplay nominated for an Academy Award, original or adapted. The brothers' top three didn't overlap, but their #1 and #4 swapped exactly: Jeff's #1, Good Will Hunting, was Matt's #4, and Matt's #1, The Social Network, was Jeff's #4. Inception, Pulp Fiction, Dead Poets Society, Million Dollar Baby, Inglourious Basterds, and The Shawshank Redemption rounded out the rest of the field.