Episodes

  • Who Will Be the Villain of the 2027 Oscars?
    Oct 14 2026

    Craig and Dylan ask one of the juiciest questions of awards season: who is going to become this year’s Oscar villain?What actually makes a movie the villain of an awards race? We look back at some notorious examples — The Greatest Show on Earth, Crash, La La Land, and Green Book — and examine how politics, frontrunner fatigue, backlash, and the movie positioned as the “hero” can completely reshape an Oscar season.Then we turn to 2027. Could Fjord become the political lightning rod? Is I Play Rocky the kind of broad, backward-looking crowd-pleaser that awards watchers eventually turn on? Could Michael, Obsession, or even Toy Story 5 become the movie everyone is desperate to see lose?Plus: immediate changes to our Oscars Fantasy Draft, Artificial surging after New York, The Social Reckoning stumbling, Digger fading, and which films came out of NYFF looking stronger — or much weaker.Who do you think will be the villain of this awards season?#Oscars2027 #OscarsPredictions #AwardsSeason #OscarsOutsider

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    56 mins
  • Will Digger even get drafted? It's our 2027 Oscars Fantasy Draft!
    Oct 6 2026

    It's DRAFT DAY on Oscars Outsider!


    Craig and Dylan go head-to-head in our second annual Oscars Fantasy Draft, selecting 26 films they think will dominate the 2027 Academy Awards and the awards season leading up to them.


    With *The Odyssey* looking like the obvious first overall pick, is there any strategy that can beat Christopher Nolan's epic? And how much should we be willing to gamble on films like *Dune: Part Three*, *Project Hail Mary*, and *I Play Rocky*?


    Plus, we dig into the disastrous opening of *Digger*, debate whether Tom Cruise still has a shot at an Oscar nomination, and discuss what the Warner Bros. shake-up could mean for the future of ambitious studio filmmaking.


    There are risky picks, an actual draft-day trade, some immediate regrets, and a few movies we might already be betting against.


    **Follow the draft all season long:** https://oscarsoutsider.com


    Who has the stronger roster? What did we draft way too early? And which movie did we foolishly leave on the board?


    Let us know in the comments!


    #Oscars2027 #OscarsPredictions #TheOdyssey #Dune3 #OscarsOutsider

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    1 hr and 29 mins
  • Oscar News, NYFF Buzz & Best Documentary Predictions
    Sep 29 2026

    The Oscar race keeps getting messier. We break down the first reactions to Digger, the New York Film Festival relaunch of Paper Tiger, the growing momentum behind I Play Rocky, and the latest category-placement news around The Odyssey. Then we dive into what may be the most controversial Oscar category: Best Documentary.

    We make our early documentary predictions and get into NAZA, Musk, 14th, You Can See Everything, The History of Concrete, Once Upon a Time in Harlem and more — plus the bizarre history of a category where Academy voters once reportedly used flashlights to signal when they wanted a movie eliminated.

    And before we wrap up, we preview next week’s Oscars Outsider fantasy draft and some of the rule changes we’re making for year two.

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    59 mins
  • Does Digger Have A Tom Cruise Problem? + NYFF Preview
    Sep 22 2026
    Is Digger already in trouble before it even opens?With the film’s release approaching, we look at the warning signs around Warner Bros.’ campaign, the strange press tour built around Tom Cruise’s “Mr. Movies” persona, and whether Cruise can still sell an original movie the way his reputation suggests.We also wrap up TIFF, where La Bola Negra won the People’s Choice Award and cemented itself as a major Best Picture contender, before previewing the New York Film Festival. Which films could surge in New York—and which could leave with their Oscar stock damaged?Plus: Artificial, Behemoth!, Fjord, Paper Tiger, You Can See Everything, I Play Rocky, and more as the fall festival season starts reshaping the Oscar race.Oscars Outsider covers the awards race, film festivals, Hollywood history, and the movies fighting their way toward Oscar night.Our last year's Oscars fantasy draft: https://youtu.be/wlQ7VZcnNPo
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    52 mins
  • Venice Shocks the Oscar Race! Is Fjord Starting to Fall?
    Sep 15 2026

    The fall festival season is starting to reshape the Oscar race.We break down the surprising end of the Venice Film Festival, where Woman Unknown pulled off an unexpected Golden Lion win, before turning to one of the biggest questions coming out of Telluride and TIFF: is Fjord suddenly in trouble? After winning the Palme d’Or at Cannes, its North American reception has been much more divided—and the backlash could matter when awards season gets serious.We also get into the huge TIFF response to I Play Rocky, whether it could become this year’s crowd-pleasing Best Picture contender, the growing buzz around Artificial, Netflix finally giving some of its awards movies real theatrical windows, France’s latest International Feature dilemma, and some increasingly wild Oscar predictions.Oscars Outsider looks at the awards race, film festivals, Hollywood, and Oscar history from slightly outside the usual consensus.Subscribe for weekly Oscar predictions, reactions, and film history.I’d use “Is Fjord Starting to Fall?” rather than repeating “Is Fjord in Trouble?” verbatim—the thumbnail and title reinforce each other without saying exactly the same thing.

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    48 mins
  • The Oscar Category Where Countries Regularly Commit Fraud (A Brief History)
    Sep 9 2026

    The Best International Feature Film Oscar is the most chaotic, politically charged, and scandal-ridden category in Academy history — and Dylan, Craig, and Sean are here to prove it.


    In this episode: a full history of the award from its 1948 origins to today, including the infamous 1993 Uruguay scandal (a disqualified film, a federal lawsuit, and a French co-production sitting on the same ballot), the 1967 race where The Battle of Algiers won the Golden Lion while French critics boycotted its Venice premiere and stormed out of the auditorium, and the Michael Haneke Caché controversy that rewrote the language rules forever.


    Plus: how the Anatomy of a Fall debacle directly caused a sweeping new AMPAS rule — and what it means for the 2025 race. Early country submissions are in: Romania is claiming the Palme d'Or winner Fjord, Japan grabbed the Hamaguchi film All of a Sudden, South Korea went with Possible Love over Hope. And the hosts react to mid-Venice buzz on Wild Horse Nine, Robert Pattinson in Prime Time, and Nathan Fielder's surprise Elizabeth Holmes documentary from Telluride.


    Films discussed: The Battle of Algiers, A Man and a Woman, Fjord, All of a Sudden, Possible Love, Wild Horse Nine, Anatomy of a Fall, Caché, Paradise Now, La Strada, A Place in the World, Close to Eden, Loves of a Blond, and more.


    Chapters:

    0:00 Venice & Telluride news

    13:58 History of Best International Film

    28:36 The 1993 Uruguay disqualification scandal

    42:15 The 1967 race: Battle of Algiers vs. A Man and a Woman

    1:09:28 New AMPAS rule & 2025 race submissions

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    1 hr and 22 mins
  • These Venice Films Could Take Over the 2027 Oscars? Venice Film Festival Preview!
    Aug 31 2026

    Venice 2025 is days away — and awards season is officially on. Dylan and Craig break down the full in-competition lineup, make their Golden Lion predictions, and identify the Oscar sleepers you need to know before the first screenings drop.


    On the table: Is Wild Horse Nine the safest Golden Lion bet, or can Lee Chang-dong's long-awaited Possible Love pull off a surprise? Why Florian Zeller's Bunker (Penélope Cruz, Paul Dano, Stephen Graham) could be the dark horse Oscar launch of the festival. The shocking stat about South Korean cinema at the Oscars — only ONE nomination ever, and it won Best Picture. Plus: the late-addition NASA documentary from the No Other Land directors (produced by Jonathan Glazer), Maggie Gyllenhaal as jury president and what that signals, Nanni Moretti's return to Venice after 36 years, and a brief history of how Venice went from the Mussolini Cup to Hollywood's favourite awards launchpad.


    Films discussed: Wild Horse Nine · Possible Love · Ink · Bunker · Primetime · Company · Look Back · Woman Unknown · NASA · All of a Sudden · Minotaur · Nomadland · The Shape of Water · Poor Things · Roma · Joker


    Categories: Best Picture · Best International Feature Film · Best Documentary · Golden Lion


    🎬 Subscribe for Venice reaction episodes and our upcoming deep-dive into Best International Feature Film history.


    Chapters:

    0:00 Introduction & news

    8:11 Venice history

    15:07 Golden Lion predictions

    23:31 Oscar sleepers & dark horses

    32:26 Personal picks & wrap-up

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    39 mins
  • The Odyssey's Secret Weakness? And Who Actually Wins the Writing Oscars
    Aug 25 2026

    Is The Odyssey actually WEAK on screenplay? Dylan and Craig make the bold case that Christopher Nolan's writing could be the one category his ancient-Greece epic trips up on — and back it up with a full slate of way-too-early predictions for Best Original Screenplay and Best Adapted Screenplay at the 2026 Oscars.This week: Tony Gilroy's Behemoth! picked as the surprise Original Screenplay frontrunner, Quentin Tarantino's Cliff Booth script gets the harsh truth about his cultural stock, La Bola Negra vs. The Invite for Adapted winner, and why neither host put Digger anywhere near their lists. Plus: is Project Hail Mary buzz real, or just pre-festival noise?Films covered: The Odyssey, Behemoth!, Wild Horse Nine, The Debut, Fjord, The Invite, La Bola Negra, Project Hail Mary, Dune Part Three, Ink, Club Kid, The Social Reckoning, Josephine, Toy Story 5, Prime Time, Cliff Booth, Hope, Heart of the Beast. Categories: Best Original Screenplay, Best Adapted Screenplay.Chapters:0:00 News roundup16:27 Screenplay category history18:30 Best Original Screenplay predictions31:40 Best Adapted Screenplay predictions46:12 The Odyssey's Achilles heel

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    54 mins