Best Podcast Episodes About Leo DiCaprio
Everything podcasters are saying about Leo DiCaprio — curated from top podcasts
Updated: Apr 01, 2026 – 17 episodes
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Ridealong has curated the best and most interesting podcasts and clips about Leo DiCaprio.
Top Podcast Clips About Leo DiCaprio
“… then things would pick up again and, you know, people would get into it or there would be a cameo and everyone would clap and laugh. And we'd do the DiCaprio pointing meme. You know, this is a movie where your arm will get tired because you'll just be doing the DiCaprio pointing meme the entire running time, which mercifully is only nine to something minutes. But I do wish that there were a bit more of that. And maybe it's a willingness to poke fun at itself and the conventions of the games and the genre. Like in the first movie, for instance, I appreciated that Mario hates mushrooms. Right. And he …”
“… You know, it's not a super jokey movie. It's not. It's not very funny. There are sight gags, of course. But, you know, there were times when even the kids weren't really cracking up and you could kind of hear a pin drop in the movie theater. And then things would pick up again and, you know, people would get into it or there would be a cameo and everyone would clap and laugh. And we'd do the DiCaprio pointing meme. You know, this is a movie where your arm will get tired because you'll just be doing the DiCaprio pointing meme the entire running time, which mercifully is only nine to something minutes. But I do wish that there were a bit more of that. And maybe it's a willingness to poke fun at itself and the conventions of the games and the genre. Like in the first movie, for instance, I appreciated that Mario hates mushrooms. Right. And he has to keep like force feeding himself mushrooms to get the power ups or, you know, Lumalees longing for death, right? The nihilistic Luma, who does appear again in this movie, but less than I would like. She's truly one of the best characters in this. Give me the Lumalee, just the standalone spinoff movie, right? That's just Lumalee in therapy. …”
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The latest 'Super Mario Galaxy Movie' misses the mark by not capturing the same multi-layered humor and creativity found in Nintendo's games. Critics lament the film's lack of engaging jokes and inventive storytelling, making it less enjoyable for both kids and adults. While it appeals to young audiences, it doesn't quite deliver the same magic that makes Mario a beloved character across generations.
“… have done the interview. Yeah. But, like, there are people like that, like Eminem and Kendrick. But there's real people like that. Leo, Leonardo DiCaprio. There's people that you don't see them unless it's their art, so they seem mysterious. Right. But I wonder if these guys are just nerds. Kendrick is. For sure. For sure. Eminem is, I think, genuinely weird, a little off. Yeah. And he doesn't want to do that. He's not comfortable with that. Yeah. I think Kendrick's more like, if I do an interview, people are going to see how I'm not that cool. Now you're just hating. I was the nerd in Compton, …”
“Kendrick would have tried to be mysterious. I don't know. Kendrick wouldn't even have done the interview. Yeah. But, like, there are people like that, like Eminem and Kendrick. But there's real people like that. Leo, Leonardo DiCaprio. There's people that you don't see them unless it's their art, so they seem mysterious. Right. But I wonder if these guys are just nerds. Kendrick is. For sure. For sure. Eminem is, I think, genuinely weird, a little off. Yeah. And he doesn't want to do that. He's not comfortable with that. Yeah. I think Kendrick's more like, if I do an interview, people are going to see how I'm not that cool. Now you're just hating. I was the nerd in Compton, and half the shit I write about ain't really facts. No, I'm just kidding. Now you're just hating. No, he's done some interviews before. Yeah, I watched the interview he did with Rick Rubin back in the day. It was like, in Compton? Yeah. That was fire. Yeah. But, like, there's, I don't know. It makes me think about it. even drake i'm like you should …”
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Did you know Kendrick Lamar once played a homeless character in 'Power'? The discussion dives into how artists like Kendrick and Drake approach their public personas and acting aspirations. While Kendrick keeps a mysterious vibe, Drake's humor shines through, leading to a debate about their potential in acting.
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In this segment, Ike Barinholtz hilariously reflects on Chevy Chase's confidence and career ups and downs, sharing a moment that showcases how even the most talented can struggle. The comedic twist comes when he humorously describes how Chase's swagger has faded, making it both a poignant and funny take on the highs and lows of fame.
“… along the way. So it's really interesting in that way. He's a little bit, I don't even know if he's a little bit older, how much older than DiCaprio is he? Like maybe five, six years. Right. I, for him, it's not LA confidential. That's always the big question mark for me. It's memento because I think it would be relatively easy to project him into a number of Christopher Nolan leading roles going forward. And at which point you start to get into like, could that guy have been Batman? Like, well, there is like, there, there are a bunch of bail movies you could have thrown in and he probably …”
“… cooking, like he's still doing his best work right now, says a lot. Crow is in a way different place. So the legacies are kind of perfect, right? Because one guy really went up, the other guy did fine. Yeah. And then they kind of traded places somewhere along the way. So it's really interesting in that way. He's a little bit, I don't even know if he's a little bit older, how much older than DiCaprio is he? Like maybe five, six years. Right. I, for him, it's not LA confidential. That's always the big question mark for me. It's memento because I think it would be relatively easy to project him into a number of Christopher Nolan leading roles going forward. And at which point you start to get into like, could that guy have been Batman? Like, well, there is like, there, there are a bunch of bail movies you could have thrown in and he probably would have been able to drive the car, but that's, that's it. We can save this for the casting part, but this was a question I had too, because obviously the casting makes this movie and the cast, was kind of not controversial, but more challenging because Curtis Hanson said he wanted unknowns so that the audience didn't have preconceived notions. …”
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The casting choices in 'L.A. Confidential' led to fascinating career trajectories for its stars, particularly Guy Pearce and Russell Crowe. While Crowe achieved greater fame, Pearce's ongoing work showcases his versatility, raising the intriguing question of what could have been if casting had gone differently. The discussion touches on potential casting alternatives, including Matthew McConaughey, and how these decisions shaped the film's legacy.
“… just selling out on the street that never existed. There is no enforcement at all because that is their constituency. see. I think I saw Leonardo DiCaprio selling a pinata the other day. Was that him? That was him.”
“… them. So thus they don't enforce anything without. It's the same with all the street vendors. It looks like a bazaar in India. When you go to Los Angeles now, people are selling tacos and blankets and pinatas. I mean, all over every sidewalk, they're just selling out on the street that never existed. There is no enforcement at all because that is their constituency. see. I think I saw Leonardo DiCaprio selling a pinata the other day. Was that him? That was him.”
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In this hilarious segment, Bill O'Reilly compares the absurdity of illegal leaf blowers to the bizarre sight of Leonardo DiCaprio selling pinatas on the streets of Los Angeles. The commentary on political correctness and enforcement—or lack thereof—of laws adds a comedic twist, making it both entertaining and thought-provoking.
“… feeding. Yeah, and go deep like that. Yeah, that's really cool. I remember watching What's Eating Gilbert Grape and I'd never even heard of Leonardo DiCaprio. It's my sister's favorite movie. So good. And when Leonardo DiCaprio came on as that character, I was like, oh my gosh, how did they cast that kid?”
“… it's a very specific experience that I don't know that I have to learn about. And I talked to kids that had it. And so that was very unique. And just to be, for the first time, like the person who was like number one on the call sheet, like I was feeding. Yeah, and go deep like that. Yeah, that's really cool. I remember watching What's Eating Gilbert Grape and I'd never even heard of Leonardo DiCaprio. It's my sister's favorite movie. So good. And when Leonardo DiCaprio came on as that character, I was like, oh my gosh, how did they cast that kid?”
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In this hilarious segment, the guest shares their bizarre acting experiences, including being a demon child who burns down houses and getting kidnapped twice in the same role. The comedic banter about how quickly one would be let go after being kidnapped adds a layer of absurdity that makes this segment entertaining and relatable.
“… Like I got a gun to me. I'm getting a boner. I want to have sex with a black chick. I will say this. They don't do this enough. But Leonardo DiCaprio's character, if that guy was an actual human being, he'd be the worst human being you've ever met in your life. Absolutely. Yes. Fucking shrunk out on weed, makes bombs, neglects his family, doesn't fucking work, hates the government. That's the worst human being on the planet. It didn't – the whole thing is run by some white supremacist cabal from someone's basement while they'll wear Hawaiian shirts and drive Mustangs. It was a shitty movie. …”
“… Same shit we want. That's what they want. So the beginning of the movie is like, we're just going to go free some Mexicans. Which is super racist, by the way. Then they do that. Then everyone is like, Sean Penn's character is out of a cartoon, basically. Like I got a gun to me. I'm getting a boner. I want to have sex with a black chick. I will say this. They don't do this enough. But Leonardo DiCaprio's character, if that guy was an actual human being, he'd be the worst human being you've ever met in your life. Absolutely. Yes. Fucking shrunk out on weed, makes bombs, neglects his family, doesn't fucking work, hates the government. That's the worst human being on the planet. It didn't – the whole thing is run by some white supremacist cabal from someone's basement while they'll wear Hawaiian shirts and drive Mustangs. It was a shitty movie. It's not even a good movie. Shot well. Yeah. Interesting to watch. Bad story. Not even close. And by the way, these movies that are best picture, like, you know, the other in the past, when those types of movies come around, like Casino came on the other day. I just see Casino. I'm like, oh, I'm watching this. Like, you know, Casino or a Tarantino …”
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In this segment, the host humorously critiques a movie where characters attempt to 'free' Mexicans but end up revealing their own absurdity. The comparison of Leonardo DiCaprio's character to the 'worst human being' and the outrageous depiction of a white supremacist cabal adds layers of comedy to the critique, making it both entertaining and thought-provoking.
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The segment takes a hilarious turn when Jenna transforms into a dorky aunt while trying to connect with Odessa Desion, awkwardly asking her to say hi to her mom. The relatable anxiety of meeting celebrities is palpable, especially when Jenna reminisces about navigating award shows while pregnant, making it both funny and endearing.
“… are retarded. I do think that's fair. I mean, it's about how hard it is to sort of live these principles all the time that like, you know, like DiCaprio, he's part of this revolutionary movement, but there are indications that he also just likes the ladies and he's a big part of it. Yes. He's sort of in it for himself. And when it when it comes down to the family, that's the divide is Tiana Taylor's character, Perfita Beverly Hills. She's so committed to the cause that she's like, I'm going to leave my child. I'm going to leave this life. Right. She's an actual believer. Activism. And then you …”
“… time. they think it's actually anti-right. What I took from it was horseshoe theory all the extremists are giant losers Sure With nothing going on in their life The left and the right are both idiots on this like horseshoe theory when like both extremes are retarded. I do think that's fair. I mean, it's about how hard it is to sort of live these principles all the time that like, you know, like DiCaprio, he's part of this revolutionary movement, but there are indications that he also just likes the ladies and he's a big part of it. Yes. He's sort of in it for himself. And when it when it comes down to the family, that's the divide is Tiana Taylor's character, Perfita Beverly Hills. She's so committed to the cause that she's like, I'm going to leave my child. I'm going to leave this life. Right. She's an actual believer. Activism. And then you get him and it's sort of like, well, not really. He wasn't really that committed. And the other guy on the right, played by Sean Penn, also in it to meet hot chicks. Personal. So it's about himself and his ego. And he wants to be part of this elite. But it's also about hot chicks. And it's like when you look at movements like this and you look at …”
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The film 'Begonia' critiques political activism, revealing that many participants, like Leonardo DiCaprio's character, are more interested in personal gain than genuine change. The discussion highlights how privilege allows them to engage in movements without real commitment, contrasting with true believers like Tiana Taylor's character. This layered analysis questions the authenticity of activism in a society driven by ego and status.
“There's an article in Teen Beat 1991 where DiCaprio lists all his favorite stuff. So he's just a kid. So I'll tell you what he said and you tell me what yours is. First ambition, DiCaprio said acting. We'll do ours. What was yours? Veterinarian. I'm going to do, yeah, radio. Yeah, you always knew. You did it. All right. First album bought. His was Michael Jackson's Thriller. I mean, probably with my own money, Alanis Morissette, Jagged Pill. Yeah, Jagged Little Pill? Mm-hmm. I think mine was, I …”
“There's an article in Teen Beat 1991 where DiCaprio lists all his favorite stuff. So he's just a kid. So I'll tell you what he said and you tell me what yours is. First ambition, DiCaprio said acting. We'll do ours. What was yours? Veterinarian. I'm going to do, yeah, radio. Yeah, you always knew. You did it. All right. First album bought. His was Michael Jackson's Thriller. I mean, probably with my own money, Alanis Morissette, Jagged Pill. Yeah, Jagged Little Pill? Mm-hmm. I think mine was, I bought two at the same time, ACDC Ball Breaker, and I bought Mariah Carey Butterflies. Quite the difference. Interesting. At the same time, yeah. Favorite book? As a kid? No, do it as an adult. You can't pick the Bible, because that's the one. Oh, that's a good one, though. I mean, I haven't had an obsession quite like the one I had when I was …”
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The hosts hilariously compare their childhood favorites to a young DiCaprio's picks from a 1991 Teen Beat article. The absurdity of their contrasting choices, like DiCaprio's love for Harry Connick Jr. versus a host's pick of John Mayer, makes for a laugh-out-loud segment filled with nostalgic charm and playful banter.
“… um do you think Tim upset Or do you feel like he like you think so Yeah I would imagine he is I do want him to have the same career that Leonardo DiCaprio has, where every time he's in a movie, he gets nominated, never wins. Then he's in a movie that everyone's like, this one's fine. And then he wins. Yeah. Yeah. That's kind of my, that's what I see for him. Little Timmy Tim Tim. I just love how winning the Oscar, we've really peeled back the curtains to how commercialized and performative this whole campaign is. And it seems to have almost nothing to do with the actual performances. Oh, yeah. It …”
“… to be about vampires and i was or the blues i or the blues exactly it's like two awesome things vampires and the blues this is taking a turn okay so they fighting the net yeah okay and playing guitar and having sex like it a great movie do you think um do you think Tim upset Or do you feel like he like you think so Yeah I would imagine he is I do want him to have the same career that Leonardo DiCaprio has, where every time he's in a movie, he gets nominated, never wins. Then he's in a movie that everyone's like, this one's fine. And then he wins. Yeah. Yeah. That's kind of my, that's what I see for him. Little Timmy Tim Tim. I just love how winning the Oscar, we've really peeled back the curtains to how commercialized and performative this whole campaign is. And it seems to have almost nothing to do with the actual performances. Oh, yeah. It has so much to do with the... The fundraising on the side. The fundraising, the... Campaign. Kissing in the house. All the different events and networking. yeah it was interesting this year i noticed a lot in the speeches that amy matt like well amy madigan won for her role in weapons it's amazing she's amazing it was a win for the divas was amy …”
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The recent Oscars highlighted how commercialized and performative the nomination campaigns can be, overshadowing actual performances. Notably, Amy Madigan's win for her role in a horror film sparked discussions about the community built among nominees during the campaign process. This year, speeches focused on relationships formed rather than just the honor of being nominated, revealing a deeper side to the awards.
“much like Timothee Chalamet, much like Leonardo DiCaprio, even like Wagner Mora, he can get your movie made. And he's someone that you can comfortably say, like, now it says Academy award winner michael b jordan over every poster that he's on for the rest of his career you know not to overthink it but that's like a good thing for the industry and i think everybody can just kind of feel excited about something like that happening um i thought his speech was just really great and i think him circling …”
“much like Timothee Chalamet, much like Leonardo DiCaprio, even like Wagner Mora, he can get your movie made. And he's someone that you can comfortably say, like, now it says Academy award winner michael b jordan over every poster that he's on for the rest of his career you know not to overthink it but that's like a good thing for the industry and i think everybody can just kind of feel excited about something like that happening um i thought his speech was just really great and i think him circling back to his mom big night for moms as always jesse buckley also spent some time speaking about moms with her when we'll get to her momentarily um but i liked her sitting there and being there he said his dad flew in from ghana to be there which was incredible and he just seemed um authentically moved not fake moved no and and both prepared but also …”
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Michael B. Jordan's emotional speech at the 2026 Academy Awards resonated with audiences as he celebrated his win and honored his mother. The moment was highlighted by his authentic gratitude and connection with fellow nominees, showcasing a more balanced and enthusiastic awards atmosphere this year. The Oscars felt like a celebration of cinema for movie lovers, rather than a battleground of divisive favorites.
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Listeners are divided on who reigns supreme in Hollywood: Timothée Chalamet or Leonardo DiCaprio. This debate unfolds as James and Adam, two passionate fans, share their thoughts on the best performances and the future of these actors. With Chalamet's rising star power and DiCaprio's legendary status, the conversation heats up, leaving listeners to ponder who truly deserves the title of GOAT.
“… used other brands. So this brand washing strategy is what a lot of criminals use. A lot of the most notorious – there was that movie with Leonardo DiCaprio, Catch Me If You Can. And he was trying to figure out, like, how do I cash a check? There's like this great scene in the movie. Yeah. So it's like, well, who's the most trusted person in the world? Like we would, you know, and the most trusted industry at that time, it was airlines, right? Like Pan America was like, and a pilot for Pan America was like, wow, that's like God coming in and cashing a check. And sure enough, they would cash his …”
“… ask hard questions Dell dodges They demand calls where founders charm promise and name drop And when that fails donuts arrive So it appears to be a donuts on the front end and donuts on the back end strategy Well Elizabeth did you notice that They used other brands. So this brand washing strategy is what a lot of criminals use. A lot of the most notorious – there was that movie with Leonardo DiCaprio, Catch Me If You Can. And he was trying to figure out, like, how do I cash a check? There's like this great scene in the movie. Yeah. So it's like, well, who's the most trusted person in the world? Like we would, you know, and the most trusted industry at that time, it was airlines, right? Like Pan America was like, and a pilot for Pan America was like, wow, that's like God coming in and cashing a check. And sure enough, they would cash his check. So that's what happened with FTX. They said, hey, we have all these investors and they bought all those celebrities. And apparently, allegedly, perhaps, allegedly, allegedly, allegedly, insert that all over the place, Elizabeth. Maybe that's what happened here is they were using those names to try to get people to stand down on diligence. That …”
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Using donuts as a marketing tactic raises red flags about a startup's growth strategy. In a recent discussion, experts highlighted how excessive reliance on gimmicks instead of product quality can signal deeper issues. They compared this to historical examples of companies using social proof to distract from underlying problems, emphasizing the need for thorough diligence in investment decisions.
“… um speaking of streamers martin scorsese's new film what happens at night we saw a first look at the movie today a still photograph of leonardo dicaprio and jennifer lawrence the stars walking down a driveway in a snowy background that's probably the image of the movie we'll be looking at for the next 18 months yes because it's currently filming in prague um do we normally get first looks for martin scorsese movies 18 months famously we did for killers of the flower moon there was that image of leo and lily gladstone at the table right and that was the only thing that we saw from the movie for …”
“… streamer movie and Tarantino being the writer and producer of a of a big movie like this and he's like he really prizes theatrical right feels like an interesting rubber meeting the road moment for the studio we will continue to cover it i mentioned um speaking of streamers martin scorsese's new film what happens at night we saw a first look at the movie today a still photograph of leonardo dicaprio and jennifer lawrence the stars walking down a driveway in a snowy background that's probably the image of the movie we'll be looking at for the next 18 months yes because it's currently filming in prague um do we normally get first looks for martin scorsese movies 18 months famously we did for killers of the flower moon there was that image of leo and lily gladstone at the table right and that was the only thing that we saw from the movie for almost two years and then the movie came out okay i don't know when this movie is supposed to come out i presume in 2027 um i'm very excited for it obviously mustache and full effect for leo big fan looks looks good um i haven't read who's helping distribute this one what studio i think paramount did killers of the flower moon and warner's at f1 so …”
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Martin Scorsese's new film, 'What Happens at Night,' is generating excitement even before its release, with a first look featuring Leonardo DiCaprio and Jennifer Lawrence. Set to film in Prague, the movie is expected to be a contender for the Oscars, potentially vying for Scorsese's second Academy Award. Fans are eagerly anticipating the film's release and the discussions it will ignite over the next two years.
“… names of an actor yep but i was initially thinking uh redford but it's not redford okay it's bob is it it's leo yes it's leo okay so it's leonardo dicaprio character names which is great bob is obviously one battle after another uh jordan belfort uh jay gatsby yep i would imagine um uh i i trying to figure out what oh jack dawson yeah okay i was like when is he gonna give you jack but i was gonna be so hard so i'll give you jack dawson yeah this is great okay calvin candy thanks for bearing with me everybody uh but this is great uh rick obviously calvin candy teddy daniels danny archer frank …”
“… so is this fuck me hold on i sorry everything fucking up right now what's fucking up me okay but you gotta think out loud okay i'm i'm thinking i don't i i don't have it okay i don't have it i was thinking it was potentially i mean these are character names of an actor yep but i was initially thinking uh redford but it's not redford okay it's bob is it it's leo yes it's leo okay so it's leonardo dicaprio character names which is great bob is obviously one battle after another uh jordan belfort uh jay gatsby yep i would imagine um uh i i trying to figure out what oh jack dawson yeah okay i was like when is he gonna give you jack but i was gonna be so hard so i'll give you jack dawson yeah this is great okay calvin candy thanks for bearing with me everybody uh but this is great uh rick obviously calvin candy teddy daniels danny archer frank abagnale jr and rick dalton phenomenal Leonardo DiCaprio”
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Leonardo DiCaprio's characters are unforgettable, from Jack Dawson in 'Titanic' to Jordan Belfort in 'The Wolf of Wall Street.' In a lively discussion, the hosts rattle off a list of his most notable roles, highlighting the impact these characters have had on cinema. This playful exchange showcases the depth and variety of DiCaprio's performances throughout his career.
“… I watched One Battle After Another and there's this thing. Where is it on? I want to watch it. I think it's on HBO now. Okay. So it's with Leonardo DiCaprio. And so there's this thing, this white supremacist club called the American Christmas Club in the movie. And I can't give away what it is. But I thought about this and I went, wait, they don't want anybody whose blood is tainted that's not pure lily white. I thought, Jesus was a Jew and he was Spartac. He did not have white skin. Like that's how dumb religion became. Like they just made up their fairy tales as they went along. That's not the …”
“… And I sorry because God doesn hurt people Okay? You know? Yeah, I agree. I was watching One Battle After Another. Did you see it? No. Oh, so good. So fucking good. It's the best movie. Next is Marty Supreme and that are the two movies of the year. So I watched One Battle After Another and there's this thing. Where is it on? I want to watch it. I think it's on HBO now. Okay. So it's with Leonardo DiCaprio. And so there's this thing, this white supremacist club called the American Christmas Club in the movie. And I can't give away what it is. But I thought about this and I went, wait, they don't want anybody whose blood is tainted that's not pure lily white. I thought, Jesus was a Jew and he was Spartac. He did not have white skin. Like that's how dumb religion became. Like they just made up their fairy tales as they went along. That's not the truth. Right. Jesus was a rabbi. To fill in every morning. He'd come back and go, what the hell did you people do? That's right. That's interesting. Exactly true. I going to watch that movie Yeah so you going to love that and Marty Supreme Both of them Okay I going to watch that Well they both online Well no Marty Supreme I saw in the theater last …”
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What if LinkedIn became a dating platform? Patti Stanger argues that using professional networks for dating could connect higher-caliber individuals, leading to more meaningful relationships. She also discusses the importance of shared spirituality over strict religious compatibility in modern relationships, emphasizing that love transcends religious boundaries.
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