The Rewatchables

The Ringer
undefined
Sep 30, 2025 • 1h 56min

‘The Sting’ With Bill Simmons, Chris Ryan, and Sean Fennessey

The hosts delve into why ‘The Sting’ marks the perfect start to Redford Month, celebrating the collaboration of cinematic legends. They discuss the evolution of star reunions and how the film popularized con narratives. A lively debate unfolds about writing con vs. heist movies, considering modern digital influences on classic schemes. They analyze the film's intricate cons, iconic performances, and timeless style, along with its memorable scenes. Finally, they reflect on the movie's enduring impact and Redford's remarkable career.
undefined
56 snips
Sep 23, 2025 • 1h 40min

‘Airplane!’ With Bill Simmons and Bill Hader

Bill Hader, the talented actor and director known for his work on SNL and HBO's Barry, joins Bill Simmons to dive into the beloved comedy classic, Airplane! Hader shares how the film shaped his childhood and discusses its groundbreaking use of dramatic actors for comedic effect. They explore the movie's parody roots, the legacy of its iconic scenes, and near-miss casting stories. With behind-the-scenes anecdotes and a laugh-out-loud breakdown of its famous moments, this conversation reveals why Airplane! remains endlessly rewatchable.
undefined
48 snips
Sep 16, 2025 • 1h 57min

‘Tin Cup’ With Bill Simmons, Joe House, and Craig Horlbeck

In this lively discussion, Bill Simmons, Joe House, and Craig Horlbeck are joined by Jacko, a college friend and executive producer. They dive into the 1996 classic 'Tin Cup,' exploring its unique ending and the humor behind its sports-centric storytelling. The conversation covers Kevin Costner's authentic golf portrayal, nostalgic 90s fashion, and the impact of Tiger Woods on the golfing landscape. They highlight cultural connections to golf, critique character dynamics, and share playful anecdotes, blending film analysis with personal insights for an entertaining experience.
undefined
10 snips
Sep 9, 2025 • 1h 23min

‘The Legend of Billie Jean’ With Bill Simmons and Chris Ryan

Dive into 1980s nostalgia as the hosts reminisce about 'The Legend of Billie Jean,' exploring its themes of female empowerment and iconic moments. They humorously compare the fast-paced movie industry to a football game, reflecting on memorable character dynamics and absurd portrayals. The duo critiques the film's box office performance while sharing laughs about hairstyles and celebrity culture. Join them for a whimsical journey through iconic fashion, unforgettable cars, and your favorite nostalgic flicks that shaped an era.
undefined
43 snips
Sep 2, 2025 • 2h 1min

‘American Gangster’ With Bill Simmons, Chris Ryan, and Van Lathan

Dive into the gritty world of 'American Gangster' as the discussion unfolds with reflections on Denzel Washington's impactful legacy. Discover Russell Crowe's career parallels and the film's cultural significance, especially its influence on hip-hop. Hear about production challenges, character dynamics, and the artistry behind its storytelling. From provocative critiques of character portrayals to nostalgic Vegas tales, the hosts weave humor and insightful analysis, celebrating the film's place in cinematic history.
undefined
39 snips
Aug 26, 2025 • 1h 58min

‘Witness’ With Bill Simmons and Mallory Rubin

Bill and Mallory dive deep into the 1985 crime thriller 'Witness,' reminiscing about Harrison Ford’s career shift from action star to serious actor. They explore the film's cultural nuances, artistic choices, and memorable character dynamics, contrasting 80s filmmaking with today's trends. Expect humor as they discuss pivotal scenes, romantic tension, and the impact of performances, particularly focusing on Kelly McGillis and the film's legacy. Their lively banter enhances a celebration of cinematic storytelling and classic moments.
undefined
69 snips
Aug 18, 2025 • 2h 59min

‘Sinners’ With Bill Simmons, Van Lathan, and Wesley Morris

Wesley Morris, a film critic for The New York Times, joins Bill Simmons and Van Lathan to dissect Ryan Coogler's gripping film, 'Sinners.' They explore the profound cultural implications of Black narratives and the psychological toll of fame on celebrities. The trio examines the synergy between music and race, revealing its historical depth, while unpacking themes of identity and artistic expression. They dive into the emotional journeys of characters, underscore the significance of Southern settings, and share humorous insights on Hollywood dynamics.
undefined
Aug 12, 2025 • 1h 37min

‘Rollerball’ (1975) With Bill Simmons and Brian Koppelman

Join Bill Simmons and Brian Koppelman, screenwriter and co-creator of 'Billions,' as they dive into the dystopian world of the 1975 film 'Rollerball.' They explore the film's timeless themes of corporate control and individuality, connecting them to modern sports culture. The hosts reflect on nostalgic memories and the evolving cinematic landscape, dissecting character dynamics and emotional moments. With humor, they critique the film’s legacy and the challenges of its 2002 remake, pondering its relevance in today's society.
undefined
76 snips
Aug 5, 2025 • 1h 54min

‘RoboCop’ (1987) With Bill Simmons and Kyle Brandt

Dive into the wild world of 'RoboCop' as the hosts explore its deep societal commentary and cultural impact from the chaotic 1987 Detroit backdrop. They reminisce about the unforgettable moments and absurdities in the film while comparing it to contemporary law enforcement portrayals. Expect humorous takes on naming conventions and casting choices, alongside engaging critiques of masculinity and the film's climax. With lively anecdotes and nostalgic reflections, this discussion celebrates the absurd charm and lasting legacy of a sci-fi classic.
undefined
15 snips
Jul 29, 2025 • 2h 26min

‘Brokeback Mountain’ With Bill Simmons and Wesley Morris

Wesley Morris, film critic for The New York Times and co-host of the Still Processing podcast, joins Bill Simmons to celebrate the 20th anniversary of 'Brokeback Mountain.' They dive into its cultural impact, reflecting on Heath Ledger's standout performance and the film's role in LGBTQ+ representation. The discussion covers the complexities of intimacy portrayed in the film, Ang Lee's directorial style, and the emotional weight of key scenes. They also humorously explore modern recasting options and the legacy of its iconic performances.

The AI-powered Podcast Player

Save insights by tapping your headphones, chat with episodes, discover the best highlights - and more!
App store bannerPlay store banner
Get the app