Podcast Summary: Club Random with Bill Maher – Gus Van Sant
Episode Date: December 22, 2025
Overview
In this episode of Club Random, Bill Maher sits down with acclaimed filmmaker Gus Van Sant for an unfiltered, sprawling conversation. The two explore Van Sant’s career, his latest movie Dead Man’s Wire, the economics and realities of filmmaking, influential movies and cultural change, and the quirks of Hollywood. Their relaxed, often humorous banter offers a window into behind-the-scenes Hollywood, musings on art and life, and reflections on generational and societal shifts—from the era of the Beats to modern influencer culture.
Key Discussion Points & Insights
1. Gus Van Sant’s New Film & Independent Filmmaking
- Dead Man’s Wire: Van Sant’s latest film opens in LA and NYC to qualify for the Oscars—a wholly independent project, not a streaming release ([03:17–03:41]).
- Crowdfunding Production: Notably, the film had about 100 producers, each contributing ~$100,000, highlighting the shift from traditional big-budget funding to present-day crowd-sourcing in indie cinema ([03:41–03:56]).
- “There was a 100 producers, so kind of a crowdfunding.” – Gus Van Sant [03:42]
- Money in Filmmaking: Both discuss how securing funding remains central at every level of movie production, regardless of industry changes ([04:00–04:12], [23:00–23:14]).
2. Generational and Cultural Shifts
- Childhood and The 1960s: Van Sant and Maher reminisce about coming of age in the ‘50s and ‘60s, with subtle generational differences, touching on the cultural impact of the Vietnam draft and how it affected young men ([05:56–08:17]).
- “If you’re 16 in ’68, the number one worry you have was the draft.” – Bill Maher [08:10]
- Upbringing: Both describe the freedom and discipline of growing up in their respective eras vs. today’s more protective parenting styles ([41:31–42:47]).
- Classics and Nostalgia: Maher and Van Sant discuss their formative influences, from Mad Magazine and National Lampoon to the Beat Generation ([29:09–32:17]).
3. Show Business, Criticism, and Awards
- Comedy and SNL: The roots and evolution of sketch comedy/SNL, with Van Sant’s brushes with the early Lorne Michaels crowd, and Maher’s tales of stand-up and hustling in New York ([13:38–17:13]).
- “Groove Tube…was just like Saturday Night Live, except it was a film before Saturday Night Live.” – Van Sant [13:58]
- Awards Cynicism: Extended riff on the artificiality of awards, the emotional manipulation of nominees, and the transactional nature of industry recognition ([83:41–86:19]).
- “When I lose, I’m not an actor. So I’d just be like, ‘Fuck, let’s get out of here.’” – Maher [84:11]
4. Art, Movies, and Legacy
- The Role of Critics: Van Sant credits critics with “saving” his early career, with Maher praising To Die For and its satirical edge, noting how the film anticipated influencer culture ([20:23–22:25]).
- “The critics are the ones that probably saved me.” – Gus Van Sant [20:23]
- Remaking & Revisiting the Past: Debate about remaking older films and the value (and pitfalls) of period pieces, including Van Sant’s shot-for-shot Psycho and why many studio remakes fail or succeed ([95:33–98:23]).
- Classics Reexamined: In-depth detour into why certain classics (Citizen Kane, Gone with the Wind, Sunset Boulevard) do or don’t “hold up” today ([43:22–47:50]).
- “It’s a heavy lift to bring 1935 to 2025. It just is.” – Maher [46:35]
5. Hollywood Realities
- Money, Power, and the Dark Side of Industry: Discussion about lawsuits over movie profits, contract wrangling, and the ongoing “dog eat dog” nature of the business ([56:19–57:17]).
- “It’s almost accepted that [studios are] just not going to give you the money they rightfully owe you.” – Maher [56:25]
- Directorial Authority: Van Sant shares what makes him “explode” on set and the director’s weird dance of discipline and emotional stewardship, referencing a story of throwing rocks at an actor on his first film to “prove commitment” ([38:01–41:14]).
- “Some actors…need you to explode or else they’re not going to be happy. As soon as you explode, they’re like really happy.” – Van Sant [38:36]
- Mythic Hollywood: Stories about actors’ eccentricities, studio bosses, the cult of celebrity, misogynistic industry history, and the star-director dynamic ([99:14–101:56]).
6. Themes in Van Sant’s Work & Mortality
- Mortality: Maher notes the recurring presence of death and mortality in Van Sant's films (Drugstore Cowboy, My Own Private Idaho, Dead Man’s Wire). Van Sant sees death as an “intrinsically compelling story device”—not always by design but because he adapts stories with that focus ([60:31–61:09]).
- “You do seem to think about death a lot in your pictures.” – Maher [60:31]
- Agnosticism and the Limits of Knowledge: Both adopt a skeptical, agnostic stance on religion and life’s ultimate questions ([58:43–59:44]).
- “We aren’t smart enough ourselves to figure it out…” – Van Sant [58:54]
- “Whatever you think it could be, it’s not going to be.” – Maher [59:13]
7. Society, Youth, and Cultural Anxiety
- Younger Generations: Concerns about the political and cultural beliefs of today’s youth, misinformation, and the inadequacy of institutions like schools and media ([63:36–65:40]).
- “Young people on the left are kind of crazy. The young ones on the right are…dangerous. But there is a kookiness on the left.” – Maher [64:39]
- Awards and Identity: The current landscape of awards as more about “look at what good people we are,” rather than celebrated artistry ([81:42–82:10]).
Notable Quotes & Memorable Moments
On Indie Filmmaking & Money Woes
- “100 producers? Yeah, come on. Because I think each one put in like $100,000, added up to…10 million. It was all about the money.” — Gus Van Sant [03:49]
- “It’s always about getting the money.” — Bill Maher [04:12]
On Parenting & Directing
- “A director is kind of a daddy role…You have to be the dad.” — Gus Van Sant [41:23]
- “Discipline translates as love. And you have to be able to take your child’s wrath.” — Maher [41:35]
On Awards
- “When I lose, I’m not an actor. So I’d just be like, fuck, let’s get out of here. Cause that's what I would be saying.” — Maher [84:11]
- “It’s just somebody’s opinion.” — Maher [85:42]
On Hollywood “Making Of” Stories
- “Critics don’t matter. Stars matter. The fact that they like you, that’s what matters… There’s a million ways a movie can get fucked up.” — Maher [100:34]
On Aging and Technology
- “What they should have come up with…is what I always call the thin mask. When you’re 35, they take a mask of your face, and then when you're older, you wear the mask. You're always like, 35.” — Maher [24:13]
On the Industry’s Dark Realities
- “When there’s a guy who's like, super rich and you don't know what he does, he's a pimp.” — Maher, on Jeffrey Epstein [92:46]
Timestamps for Important Segments
| Timestamp | Topic / Quote | |---------------|-------------------| | 03:17–03:41 | Dead Man’s Wire and Oscar qualification | | 03:41–03:56 | Crowdfunding productions—100 producers | | 20:23–22:25 | Van Sant credits critics for his success | | 41:31–42:47 | Director as “daddy,” discipline in art and family life | | 56:23–57:17 | Money wrangling and lawsuits in filmmaking | | 60:31–61:09 | Mortality as a recurring theme in Van Sant’s work | | 83:41–86:19 | Cynicism about awards and recognition | | 95:33–98:23 | The making of Psycho (remake), industry deals | | 99:14–101:56 | The star-director relationship and stories of misogyny in Old Hollywood |
Final Thoughts
The episode is richly woven with stories, jokes, and honest insights about movies, comedy, and the business behind the glamour. Bill Maher’s irreverence is perfectly matched by Gus Van Sant’s quiet candor, making for a conversation that feels both like eavesdropping on old friends and getting a rare inside look at Hollywood’s mechanics. The episode covers a vast range—from poignant reflections on aging and legacy, to the messy realities behind art and commerce.
Van Sant leaves his next project open-ended, but Maher and the audience are left eagerly anticipating whatever comes next.
Recommended Listening For:
- Fans of cinema and Hollywood history
- Those interested in the realities of show business and the creative process
- Listeners who appreciate thoughtful, deeply candid banter on art, culture, and generational change
