And the OSCAR shoulda gone to...

In this episode of …and the Oscar Shoulda Gone To, Dylan, Rob and Glenys revisit 2004’s Best Picture contenders, a lineup packed with larger-than-life legends, unlikely friendships, and complicated characters: the gritty boxing drama and eventual winner Million Dollar Baby,Martin Scorsese’s sweeping Howard Hughes biopic The Aviator, the imaginative tale behind J.M. Barrie’s Finding Neverland, the musical biopic Ray, and the witty, wine-soaked road trip comedy Sideways. From Hollywood ambition to underdog triumphs and midlife misadventures, the trio weighs these award-winning movies and their lasting place in film history — and debates whether the Academy got its pick right.

Best Picture Nominees:

Million Dollar Baby - winner
The Aviator
Finding Neverland
Ray
Sideways

In this episode of …and the Oscar Shoulda Gone To, Dylan, Rob and Glenys take a trip back to 1995, a year when Best Picture contenders came in every imaginable form — from Mel Gibson’s sweeping historical epic Braveheart, which took home the Oscar, and the nail-biting space rescue of Apollo 13, to the surprise charm of Babe, the bittersweet Italian romance Il Postino, and Ang Lee’s lush adaptation of Sense and Sensibility. Along the way, they debate the merits of these memorable films and their place in film history, and once again decide if the Academy got their pick right. Who will you agree with?

Best Picture Nominees:

Braveheart - winner
Apollo 13
Babe
Il Postino
Sense and Sensibility

In this episode of …and the Oscar Shoulda Gone To, Dylan, Rob and Glenys head back to 1970 for an Academy Award Best Picture lineup that ranges from battlefield heroics to counterculture rebellion: the epic war drama and eventual winner Patton, the star-studded disaster spectacle Airport, Bob Rafelson’s restless character study Five Easy Pieces, the sweeping romance Love Story, and Robert Altman’s irreverent anti-war classic M*A*S*H — revisiting these award-winning movies as they weigh the performances, cultural impact, and lasting place in film history, and debate which one truly deserved the Oscar.

Best Picture Nominees:
Patton - winner
Airport
Five Easy Pieces
Love Story
M*A*S*H

Join Rob, Dylan, and Glenys for another Best Picture debate as they revisit the films of 1986, celebrated at the 59th Academy Awards, where powerful war dramas, heartfelt romances, and unforgettable performances competed for Hollywood's highest honor.

Oliver Stone's Platoonclaimed Best Picture with its raw portrayal of the Vietnam War. Children of a Lesser God broke new ground with Marlee Matlin's Oscar-winning performance, while Hannah and Her Sisters showcased Woody Allen's signature blend of humor and family drama. The Missionimpressed audiences with its breathtaking visuals, unforgettable score, and story of faith and sacrifice, and A Room with a View charmed moviegoers with its romance, wit, and stunning period setting. Watch along with us and decide if the Academy, and your podcasts hosts, got the choice for Best Picture right in another Oscar winners debate brought to you by And the Oscar Shoulda Gone To!

Best Picture Nominees

Platoon – winner
Children of a Lesser God
Hannah and Her Sisters
The Mission
Room with a View

In this episode, Dylan, Rob and Glenys revisit the films of 2000 which were nominated for Best Picture at the 73rd Academy Awards, where epic adventures, unforgettable true stories, and groundbreaking international cinema competed for Hollywood's highest honor.

Ridley Scott’s Gladiatorclaimed the Best Picture Oscar with its thrilling action, sweeping scale, and Russell Crowe's iconic performance. Lasse Hallström’s Chocolatdelighted audiences with its warmhearted tale of love and acceptance, while Ang Lee’s Crouching Tiger, Hidden Dragon redefined martial arts filmmaking with breathtaking visuals. Steven Soderbergh was a double threat that year with the true story of Erin Brockovich, and his gripping, multi-layered look at America's war on drugs, Traffic.

Get ready for another best picture debate as our hosts compare these films’ lasting legacies, and ask whether the Academy made the right choice. It's an Oscar winners debate celebrating some of the most memorable Best Picture Oscar winners and nominees in Academy Awards history.

Best Picture Nominees

Gladiator - winner
Chocolat
Crouching Tiger, Hidden Dragon
Erin Brockovich
Traffic

In this episode of …and the Oscar Shoulda Gone To, Dylan, Rob and Glenys dive into Best Picture lineup from the 98th Academy Awards. We’re not gonna sugarcoat it: 2025 was a tough year for movies, but we’re going to talk about all the nominees for Best Picture  — from the eventual winner, Paul Thomas Anderson’s One Battle After Another to the other front-runners, Ryan Coogler’s genre-bending Sinners, Josh Safdie’s high-wire character study Marty Supreme, Guillermo del Toro’s gothic spectacle Frankenstein, and Chloé Zhao’s literary drama Hamnet. And not to be forgotten: Yorgos Lanthimos’ strange satire Bugonia,  the racing epic F1 The Movie, Norway’s intimate family drama Sentimental Value, Brazil’s political thriller The Secret Agent, and the dreamlike Americana of Train Dreams. Join us for this Oscar winners debate over which award-winning movie truly deserved Best Picture!

Best Picture Nominees

One Battle After Another – winner
Bugonia
F1 The Movie
Frankenstein
Hamnet
Marty Supreme
The Secret Agent
Sentimental Value
Sinners
Train Dreams

In this episode of …and the Oscar Shoulda Gone To, Dylan, Rob and Glenys dive into the wildly varied movies of 1973 that were nominated for Best Picture at the following year’s Oscars  — from the slick, star-powered con of The Sting to George Lucas’s sun-drenched ode to youth American Graffiti, Ingmar Bergman’s stark and haunting chamber piece Cries and Whispers, the genre-defining horror film The Exorcist, and the improbable romantic comedy A Touch of Class — unpacking a year where prestige, populism, and provocation collided in film history, and fueling an Oscar winners debate over which film truly deserved to take home Best Picture. Will our hosts all agree on who should have been the Best Picture winner? And will you agree with them?

Best Picture Nominees

The Sting – winner
American Graffiti
Cries and Whispers
The Exorcist
A Touch of Class

In this episode of …and the Oscar Shoulda Gone To, Dylan, Rob and Glenys look back at the films of 2011 — but with a twist: *instead of tackling the Academy’s expanded Best Picture lineup, they narrow the field to the five nominees they believe truly deserved the honor (because nine was just way too many). Focusing on the silent-era homage and eventual winner The Artist, the heartfelt family drama The Descendants, Scorese’s cinematic love letter Hugo, the nostalgic Woody Allen fantasy Midnight in Paris, and the sharp, statistics-driven sports drama Moneyball, they imagine a leaner, more competitive race — and debate which of these standout films truly deserved to take home the top prize.

The ones we left out: Extremely Loud & Incredibly Close, The Help, Tree of Life, and War Horse. We’re sorry if you adored these films – but blame the Academy for a bloated category!

Best Picture Nominees – Our Top 5 Picks

The Artist – winner
The Descendants
Hugo
Midnight in Paris
Moneyball

In this episode of …and the Oscar Shoulda Gone To, Dylan, Rob and Glenys revisit the the films of 1990 that were nominated for Best Picture: the sweeping frontier epic and eventual winner Dances with Wolves, the mob landmark Goodfellas, the moving medical drama Awakenings, the romantic fantasy Ghost, and the operatic crime sequel The Godfather Part III — exploring which of these iconic films truly deserved to take home the top prize.

Best Picture Nominees

Awakenings
Dances with Wolves
Ghost
The Godfather Part III
Goodfellas

In this episode of …and the Oscar Shoulda Gone to, Rob, Glenys and Dylan head back to the 50th Academy Awards — the ceremony where Annie Hall charmed its way to Best Picture. But was Woody Allen’s neurotic love story truly the pinnacle of 1977 cinema, or did the Academy overlook something more timeless? We’re revisiting the rest of the contenders: the galactic game-changer Star Wars, the bittersweet romantic comedy The Goodbye Girl, the elegant ballet drama The Turning Point, and the poignant political tale Julia.

From therapy couches to TIE fighters, 1977 gave us love, loss, and lightsabers in equal measure. Join us as we debate whether Annie Hall truly earned its place in Oscar history — or if another film should’ve danced off with the gold.

Best Picture Nominees

Annie Hall - winner
The Goodbye Girl
Julia
Star Wars
The Turning Point