Legendary Screenwriter on Hollywood, the Future of Entertainment—and Compulsive Gambling

15 May 2026 · 59 min · 30 chapters

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In short

Allan Loeb (screenwriter) discusses Hollywood’s AI future, entertainment economics, and his long-running compulsive gambling—plus regulation ideas for sports betting and a cruise/pandemic tangent.

Guest backgrounds

Allan Loeb is a veteran Hollywood screenwriter (credits include 21, The Switch, The Dilemma, and Just Go With It) and appears in HBO’s Euphoria as Gabe Finkelstein (season 2 and season 3). He also wrote a Free Press piece, “Hi, My Name is Alan and I’m a Compulsive Gambler,” describing years of gambling and stock/football “degenerate Barbie doll” notebooks.

Key claims

AI will likely help with formulaic genres (procedurals, action, “math writing”) but won’t replace human-driven character work. Hollywood’s “end times” are overstated. Gambling addiction is a serious disease; legal sports betting is “debit” (limited bankroll) versus illegal “credit” (bookies extend losses). He argues for restrictions: no advertising aimed at minors, and no player props/in-game/micro bets.

Notable examples

His Euphoria scenes (including a “holy fuck” moment) and a story about not recognizing Tom Holland. Gambling examples include the Martingale blackjack system (he lost everything quickly in the Bahamas), “baseball as the crystal meth of sports betting,” and a Tesla short that “parabolically” ripped him.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

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Geographical Arbitrage and Life Choices

0:45 to 2:36

Discussion about a friend's move to Spain for better living conditions and dating.

Allan's Role in Euphoria

2:36 to 4:36

Allan shares anecdotes about his role in the TV show Euphoria and his character's storyline.

“So she hid under the bed and I catch her under the bed.”

Memorable On-Set Experiences

4:36 to 5:41

Allan recounts a humorous encounter with Tom Holland during filming.

“and it's just me, Zendaya, Sam Levinson, who created the show, directs all the episodes.”

Hollywood's Culture and Dynamics

5:41 to 7:46

Discussion on the culture of Hollywood sets, relationships, and the nature of the industry.

“For 20 years you've worked in Hollywood.”

The Future of Hollywood and AI

7:46 to 9:30

Allan shares his views on the impact of AI on Hollywood and the future of storytelling.

“Like sort of like clicky and fun and like the fighting is so fierce because the stakes are so low.”

AI as a Tool for Creatives

9:30 to 12:40

Discussion on the role of AI in writing and its implications for future jobs in the industry.

“Everything's changing, and Hollywood's absolutely changing.”

Allan's Compulsive Gambling Story

12:40 to 14:01

Allan discusses his childhood obsession with gambling and storytelling.

“Well, no, I'm not, but I think the AI could write a six second TikTok.”

Introduction to Betting Characters

14:01 to 15:10

Explore the narrator's childhood fascination with betting and money management through fictional characters.

“And so their net worth would change based on their stocks.”

The Evolution of Gambling Interest

15:10 to 17:32

Discusses the transition from childhood betting fantasies to real gambling experiences and the obsession with football.

“So the notebooks, I had many, many notebooks.”

The Martingale System Debacle

17:32 to 19:25

Details a humorous yet cautionary tale about using the Martingale betting system and its disastrous effects.

“And then I was a gambling addict for most of my life.”
Show all 30 chapters

Understanding Gambling Addiction

19:25 to 21:08

A serious discussion about the nature of gambling addiction and its differing impacts on men and women.

“There is a gendered version of gambling addiction.”

Risk and Reward in Betting

21:08 to 23:06

Explores the motivations behind gambling and the complexities of risk versus reward in sports and stock markets.

“Well, baseball, there's 162 games and there's a ton of teams.”

The Perils of Shorting Stocks

23:06 to 24:38

Shares an experience of shorting Tesla and highlights the risks associated with short selling in the stock market.

“and one of whom's the richest guy in the world right now.”

The Landscape of Modern Gambling

24:38 to 28:00

Discusses the spectrum of gambling options available today and the implications of legalizing sports betting.

“You were like, oh my God, this is crazy.”

The Regulation of Sports Betting

28:00 to 29:08

Explore the necessary regulations around sports betting to protect young people.

“I think it's good money spent if they can have a good time and not lose control.”

Nostalgia for Sports Phone Services

29:08 to 29:46

Hear a nostalgic account of early sports information services before the internet.

“And just like, you know, if you're an adult, you should be able to place a wager on a game, but not if you're a kid, basically.”

Recalling Sports Phone: A Vintage Experience

29:46 to 30:50

Listeners learn about the unique experience of using Sports Phone for game updates.

“This was before you had access to scores.”

Cruise Ships and Viral Outbreaks

31:42 to 34:20

Discussion on the recent hantavirus outbreak on a cruise ship and the implications.

“So what everyone's talking about this week is that the MV Hondias cruise ship has begun its evacuation process in Spain's, uh-oh, Canary Islands on Sunday.”

The Impact of Concert Films on Theaters

34:20 to 35:37

Examining how concert films like Billie Eilish's could revitalize cinema attendance.

“I think this proves my point of why we shouldn't have cruises.”

Reflections on the Michael Jackson Biopic

35:37 to 36:45

Insights into the reception and impact of the new Michael Jackson biopic.

“And I think movies like this are great because people who do like that type of thing, especially super fans, get to see this kind of behind the scenes stuff.”

James Cameron's Approach to Concert Documentaries

36:45 to 37:40

Understanding James Cameron's unique filmmaking style in concert documentaries.

Exploring Unique Filmmaking Techniques

37:40 to 38:48

A discussion about innovative filmmaking techniques and how they shape storytelling.

“it's an interesting uh project for james cameron yeah billy eilish i know who he is yeah that well Well, of course.”

The Return of 90s Fashion and Its Cultural Impact

38:48 to 40:31

A discussion on the resurgence of 90s fashion and its nostalgia in today's culture.

“He just wants to see the weirdest thing he could do with like CGI and effects and surveillance cameras.”

Television's Evolution and Quality Content

40:31 to 42:07

Exploring the evolution of television and the quality of content available today.

“It was like the best thing I've seen recently.”

The Toxic Recommendation Culture in Movies

42:07 to 48:10

Explore the overwhelming nature of TV recommendations and movie culture.

“You know every time you go out to dinner with your friends, you take out your phone and you write five things down that you didn't even know existed that everyone's, oh, you've got to watch this.”

Upcoming Film: 'The Best It's Yet to Come'

48:10 to 48:38

Discussion about the cast and themes of an upcoming movie exploring male friendship.

“Yeah, well, the car goes down to the ravine.”

Life, Death, and Humor in Storytelling

48:38 to 51:40

A look at balancing humor with serious themes in storytelling.

“I didn't and number two did you know the most respected alien expert in the country is a man named Avi Loeb.”

The Roast of Kevin Hart: A Review

51:40 to 55:21

Insights on the roast of Kevin Hart and the dynamics of hosting.

“Always great to see him taking the piss out of himself.”

Celebrity Encounters and Final Thoughts

55:21 to 56:01

A whimsical recount of a bat mitzvah encounter with Shakira's children.

“It actually is like a preoccupation of mine.”

Humorous Bat Mitzvah Encounter

56:01 to 56:52

A funny story about a mistaken identity involving Shakira's kids at a bat mitzvah.

“I saw her texting her friend saying, They're obsessed with second thought?”
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Transcript

Automatic transcript. May contain errors.

0:00Shorting is really, really dangerous. If you buy a stock at 20 and it goes to it can go to any number. Right, right.

0:11Welcome to Second Thought. Allan Loeb, the original Chicago Bull, is here with us today. You might recognize Allan from his many writing credits, including 21, The Switch, The Dilemma, and just go with it. Alan is here to talk to us about Hollywood, AI, gambling, and any other vices he's interested in talking about. Alan, welcome to Second Thought. Thank you, Susie. It's great to be here. I'm very excited to do this with you. How was your sojourn in Spain? I know you're just coming from the airport. I was in Spain and France and Amsterdam, and it was great. It was lovely. I had a great time. Business or pleasure?

0:48Both. oh a friend of mine just moved to spain um and i was kind of helping him settle in to madrid and he's loving it love that and then i went for tax reasons does he live there you know what it's it's ironic um i always assume people move for tax i'm not giving names here so i'll just say it he he's awesome great smart guy friend of mine for like uh-oh 20 plus years but he doesn't have a ton of money and he's been like saying how expensive new york he lived in new york right it's so expensive and he's like kind of i don't know he's a little down on the dating scene here so he's doing what's known as geographical arbitrage yeah he's pulling a geographic going to another country where it's literally his dollar will go about 2x maybe almost 2 2.5x and the dating's just better they're more appreciative of him and what he has to offer there um which is evidently very little no no he's great he's highly intelligent more of an academic type and so never made a ton of money but like he's just trying to do like the geographical arbitrage thing is this a thing have you heard of other people doing this absolutely a thing wait i love geographical arbitrage dan's taking notes over there madrid spain will appreciate a lot of dudes go to like thailand for this and well that's i think a different thing they used to go to ukraine and in eastern europe for like mail order bride remember that's for wives i think thailand's for like uh like sex tourism it's all there but geographical arbitrage is the idea of going to another country to just get a better life period have your money go further and maybe get more attention from different types of women wait i don't know this is a great this is like a male emily in paris for for marriage and i think it would be a great movie there'd be a movie did people recognize you for your cameo when you were walking around were you mobbed no i was in euphoria uh wait what did i say you said my cameo but i wanted to clarify yeah and euphoria of course it's a huge huge hit tv show euphoria it is the tv show it's a huge show and i've been in season two and now in season three i am uh i have a small part same same role gabe finkelstein is my is my name okay my character's name and in season two gabe finkelstein and his wife they don't get along well they were coming home from a party and rue uh played by zendaya had broken into our house and was in the process of robbing us when we came home.

3:05So she hid under the bed and I catch her under the bed. Okay. That was season two. Now, season three, Gabe has now had troubles with the wife and has ended up in a strip bar, as one does, and getting a lap dance. But the dancer passes out on him. Sure. And he gets angry and he wants his money back, which I think is a fair point for the character. It's a male Karen character. Yes. And he wants his money back and he's arguing. But the manager of the strip club says, no, we're not going to give you your money for the back. And he's saying, well, she's passed out. I paid for the dance. She didn't give the dance.

3:37That's not, you know, legitimate business practices. And that fight is captured in euphoria in a beautiful way. It's a very emotional scene. It's very emotional. There's so much to do through it. I played it really well. Well, I'm curious. Do you go method for something like that? Do you go to like a steakhouse, eat it, and then demand a refund? Like, how do you get into character for something like Andrew Finkelstein? Is that his name? Gabe. Gabe, sorry, excuse me. Andrew Itui is named after, who is a huge agent at WME. That's all true. Yeah. Oh, really? Yeah, that's right. Sam Levinson's agent.

4:08And so, you know, what was it like on set? What was it like to do this role? It was great. I have a... Did you want me to tell you a little funny story? Please. Okay. I don't know. I'm very old. I'm extremely old and I'm of a generation that like I've passed. I just don't know who anyone is anymore. Are you Gen X? No. Oh, okay. Maybe. No, you are. 69. 1969. That's Gen X. Okay, I am Gen X. Gen X, the best generation. Say it loud, say it proud. And so I don't know who anyone was. I was shooting that scene where I find Rue under the bed, and it's just me, Zendaya, Sam Levinson, who created the show, directs all the episodes.

4:43And we're all talking, and we're there. There's a lot of downtime. And, you know, she's very nice, and I'm talking to her and Sam, who is a very close friend of mine. And then this guy comes, and he's this super nice guy. And I didn't know. He was like this young, sweet guy, and he's hanging out with us. And I didn't know who he was, but I thought he was like a young actor on the show. Yeah. So I was talking to him and I'm like, are you an actor? Are you on the show? He's like, no, but I'm an actor. Yeah. And basically, no, I was giving him five. I didn't know it was her boyfriend, now husband.

5:11Oh, Tom Holland. Yeah, Tom Holland. I didn't know. I didn't recognize him. This is the free press. So we have to, there's two Tom Hollands. And I didn't know it was him. And I left after hours. I talked to him for a long time about, I taught him about attachment. You talked to him about attachment theory? Yeah, he wrote attachment into his phone. He's going to buy the book. and so I and so you know I think I'm an avoidant I think he yeah what do you think he is he wants to be secure no he told me he thinks he's a secure and so I left after hours of talking to him and he turned to Sam's wife Ashley my friend and he said in his British accent I won't do it he goes I really I really love that guy he's a really great guy but was he fucking with me and she's like oh but I didn't know who I was didn't know she's like no he wouldn't know who you are he has no idea and I work in Hollywood I don't know who anyone is anymore.

5:57For 20 years you've worked in Hollywood. I know my generation. I know Leo, who he is, and I know Steve Carell and Will Ferrell. I know all those ones. Anyone under 35, no fucking idea. You're just like, you might make it. Can I say fuck? And it's Timothy Chalamet. Of course, yeah. No idea. Wow. Any of them. That's amazing. I just want to know how you got to attachment theory on this. We were talking about everything. We had hours in that house for setups. Did you do a lot of reshoots? Yeah, I did that scene a lot, and I had one line in that scene what was the line in that one holy fuck that's what i said when i see her under the bed you got a total promotion in this season because it really like the camera's trained the camera loves you to be honest with you see i did a very very good job on the holy fuck like it was it was people talked about it like it was a big deal and just as an actor i'm not but like it was a huge did wonders for my career and then sam begged me begged me to come back and said he'd write me a much larger role and that's how we came up with the season three turn do you do you feel like your turn your turn in season three um i feel like you should be an actor and i know other people have told you this before are you interested in taking on other roles do you have a dream role no really no i don't like acting dr braunner biopic i don't want to be an actor and mr clean biopic or whatever i i i hate being on set really hate it and is that why you've been a screenwriter this whole time because you don't have to go to set well sometimes i do oh really often yeah i mean I thought they sort of like kept you in a closet.

7:25It all depends on the director. Certain directors want me around. Certain directors don't want me around. And if a director wants me around, then I have to be there. I just did a movie in Vancouver and I was there for a bit. And I hate it. I hate it. It's so boring and it's so isolating. And I just, it's not for me. It seems like very high school in both the good and bad ways. I guess so. Yeah. I mean. Like sort of like clicky and fun and like the fighting is so fierce because the stakes are so low. and it's like hurry up and wait and stuff. They all sleep with each other. Oh, really? Oh, yeah.

7:55Oh, my God. They all sleep with each other. Yeah, there's a lot. It's like that immediate summer camp teen tour thing. Yes. And then it's like they're all together. They become really close. Like after two days, three days of knowing someone, suddenly they're your soulmate and a lot of affairs. A lot of affairs on set. So this isn't just the actors on top. This is affairs all the way down. All the way down. Okay. It's a circus. It's a traveling circus. It is a travel. Or like a band when they tour, the tour. And I'm sure it attracts a lot of like runaways, like people who kind of just want to like put their all into this like project because they want to live in a fantasy and not the real world.

8:27I think that's right. So Alan Loeb, you've been a successful screenwriter for over 20 years in Hollywood. And much like news media, Hollywood always seems to be in like a constant state of melting down. It's always a mess. Everyone always says, oh, we have to pivot to video. Oh, OK, nothing's going to exist in five years. It always manages to sort of catch up or reinvent yourself or whatever it is. But it seems like now might actually be true end times. Do you think LA could be the next Detroit? I don't. Really? I don't. I'm very optimistic. You've been around the block. I'm just, it's, yeah, I don't think, everybody wants to talk about AI, obviously, with Hollywood and storytelling.

9:02And the only thing I keep saying is, you don't know what you don't know. We don't know what we don't know. So you could take the most dystopian view of AI in Hollywood and in life and, you know, 30 % unemployment and all that. Or you could take the utopian view, which some people have, is all diseases are going to be cured. Everybody's going to get paid a lot of money to do their art and whatever the fuck. And it's somewhere in between. We don't know what we don't know. But I think the rumors of our demise are greatly, greatly overstated, as the term goes, or something like that. So I think it'll change.

9:38Everything's changing, and Hollywood's absolutely changing. But we've been, Hollywood in terms of, we've gone through a rough one the last like six years. Like since COVID. And now we're getting better. Yeah. Like the last two years or year, this year, 26 and part of 25. It's gone very well. Box office is back. People are going to movie theaters. So it's impossible to know. What I do think is at the edges, in terms of storytelling. Yeah. At the edges, certain genres, procedurals, television, like law and orders, big action movies. A lot of that writing and storytelling probably could be done a little aided by AI without anyone really noticing.

10:17But like. Well, it's already so formulaic and you have to take into account the cross-cultural stuff and everything like that. The stuff that's already a little bit formulaic and like procedurals are math. We call them math writing. And that stuff AI might be able to assist with or even do on its own in a shitty way. but like most like romantic comedy, drama, character driven stuff. I don't see AI crushing that. There's a human element to that that I don't know if AI will ever truly be able to emulate. Right. You talked about this on Nick Bilton's podcast, which everyone should listen to. It's a great listen, not just your episodes of what you've been on too, but your take was pretty much like AI, you call yours Frank.

10:56Frank is a great tool for research. It should be used as an assistant a proofreader but like don't make it the brains behind your operation that is right is that generally that's right and frank is frank is great although they are i've been doing some fun stuff with my ai so i use frank as gpt and then claude i use claude so i sometimes what i've been like back and forth and sometimes i pit them against each other oh wow sometimes you're really mad yeah no i yell at them when they screw up or if it doesn't like something i wrote i don't take criticism well but like if a studio head gives me notes I have to smile and take them but when Frank gives me notes he can fuck off and I yell at him and then you do it I get it out yeah sometimes he's right there's a lot of people I think in journalism who consider it like immoral and I know you guys were talking about this on the podcast too or cheating to use AI is that like or like people won't admit to using it do you find that too in Hollywood I'm friends with a lot of writers and very few admit to using although more and more people are now um I don't see that point of that at all.

11:54I guess if like in the beginning of Google, if someone's like, how did you do research for this thing? And you said, well, I Googled it. What are they going to go? Oh, you shouldn't do that. That's cheating. It's the same thing. It's just a better Google. It's a much better Google. It's a much better Google. It's absolutely amazing. It's a tool. For now, AI is a tool. Is it going to replace a lot of things in a lot of people? Probably. I mean, most likely that everyone's freaking out in different arenas and a lot of them have legitimate right to freak out. So it will, there is going to be replacement, but there's also going to be new jobs and new arenas completely from scratch created that might be incredibly lucrative for whoever's ahead of the game.

12:36So you're not worried that you're going to be assigned to write like a six second TikTok anytime soon? Well, no, I'm not, but I think the AI could write a six second TikTok. Did you always want to write movies? No, I mean, I didn't know what I wanted to do until I was like in my early 20s and then I did. Oh really? Yeah. Well to give listeners a little bit of an understanding of your imagination me and you worked on a story together. Okay. Don't you remember it? Our big essay? Yes of course. It was so good. It was a story okay but I thought you meant story like fictional story. No no no. My life story.

13:09Your life story yes. And you wrote about how as a little boy you would dream up characters that would that you would keep track of in a notebook and you'd bet for them. Yes I would. The story was about compulsive gambling by consulting. Give the story name so people can get it. Oh, it's called Hi, My Name is Alan and I'm a Compulsive Gambler. And I wrote it for the Free Press. And you wrote it for the Free Press. Oh, it's going to go on the show notes. With Susie Weiss as my editor. I was your editor and I was so, so proud to work on this story because it was just so funny and so cinematic. You call them your degenerate Barbie dolls.

13:36These guys that you would bet for. I created families and humans. I created characters as probably like nine to 14 years old. And I wrote, kept notebooks and notebooks. I'm OCD. So this is normal for me. I kept notebooks of their names, their net worth. I had a thing with numbers. Numbers have always been one of my things. And then I would go and I would go to there was a there was a this is a little bit more deeper into the article. I would keep their things and then I'd buy them stocks and follow the stocks. And so their net worth would change based on their stocks. How there's IBM. I'd check in the Tribune.

14:09How's IBM doing? And then I also bet on football games for them on Sunday. So, you know, Joe, he made 10 grand on the games. Let's add 10 grand. but IBM's down so he's even and I would keep track of all of it and then I went and I grew up in Chicago in a suburb and there was a Porsche dealership on the corner on the way to my high school I'd stop in and I'd get brochures of the cars and then I'd have Joe would buy this $17 ,000 911 so I'd take that out. Would he get like the custom leather seating? But if he won the games he would buy the thing and then I'd go through real estate listings in the in the Tribune and then like if someone's stock went up a lot and they had a lot of money they'd buy a house and And it was literally this, and it was all in these notebooks and notebooks and notebooks.

14:50And then I got bored and I'd kill the whole family and start over with a new family. It was like a manual Sim City. Yeah. Like you were real, like basic principles. Yes. Buying and selling for these guys. I did that up until I think literally 19 or 20 years old. Are you serious? Yeah. Yeah. Would you call this the beginning of your career in an interest in betting or an interest in writing? It was like your version of a diary almost. It was, yeah. And I did a lot of those things. I did other things like that too. So the notebooks, I had many, many notebooks. Do you still have the pretend characters?

15:19No, no, no. That's all done. You have scripts. But I have other things I do. And so talk to us about how it transitioned for you from the notebook world to the world of real money. Money or Hollywood? Money. Betting. Oh, well, so I was obsessed. My biggest thing and with the characters in the notebook was betting football. Right. I was very young. I was obsessed with football. So literally by five or six years old, I was a huge bear fan. I'm from Chicago, a Chicago suburb. And so I was a Bears fan. I followed the Bears. I went to the games with my dad. I watched them every Sunday. And then I got really obsessed with the NFL.

15:53Yeah. And every team. I remember I had this, my mom got me like bed sheets of all the team's helmets. And I just stay up all night till three in the morning looking at all the hell. It became like a religion to me. Yeah. So the NFL has always, and it still is, by the way, still very obsessed. And so I started to, then I learned maybe at 12, very young, 12 or 11, the point spread and what that meant. And you could bet on the games. The point spread meaning like the handicap that one team had in order to make the game. If a good team plays a bad team, like Dallas is great, let's say, and the Giants suck, Dallas might be seven and a half point favorites.

16:32So if you're going to bet on Dallas, you have to give seven and a half points and they have to overcome. It's a handicap. A handicap, yeah. So I learned all this kind of gambling terms and lingo and how the numbers were like 11, like really young. Yeah, yeah. And I wanted a bookie so bad. I wanted a bookie. And my friend's father was a bookie. It's a Jewish mafia guy. And it was a bookie. Right. And I would say to him, like, will you be my bookie? And he's like, when you're 18, when you're 18. And I just only wanted a bookie. And when I went off to college, like right around senior year of high school, I got bookies, like bad bookies who would rip me off.

17:03Yeah. And when I won, they wouldn't pay me. And I went through a stage of really like, you know how a girl like goes through a stage of dating bad dudes. Sure. I went to my stage of having my bad bookmakers fuck me over, you know. And that was years. And then I just I was hooked. And I was hooked betting on football. That's what started me off. And then the casinos and blackjack and all of that shit. And then other sports, college basketball, basketball, the whole thing just opened, you know, gateway. wager. And then I was a gambling addict for most of my life. There's a very funny story that you wrote about.

17:39You discovered something called the Martingale. Yeah, that was when I went to the Bahamas. Well, I went to the Bahamas for spring break with my college friends that they had casinos there. And I was like, completely like blown away. Like all my friends are partying, they're drinking, they're trying to get with girls. All I wanted to do was play blackjack. and there's a gambling system called the martingale. My uncle told me this, and it's true, more people have gone down on the martingale than died in World War II. Martingale is the stupidest fucking gambling system on the planet. But here's what the martingale, I'll do a little bit of the math with you.

18:13Please. You bet one. If you lose, you bet two. If you lose, you bet four. If you lose, you bet eight. If you lose, you bet 16. If you lose, you bet 32. If you lose, you bet 64. All you have to do is win one of the bets to win your unit. of one. But what people don't realize is you end up at some point betting 128 to make one, which is really ill-advised. That is not good profit loss. It's not good upside. Certainly no. And so I, but to me, the Martingale was genius. It was going to make me rich, whatever. And I literally lost all my money, I don't even know, maybe in 20, 30 minutes of the trip.

18:51And I had a whole trip left. So I went on the credit cards or whatever at the time. I don't know, my cash card, whatever. I borrowed money from, whatever I could do. And I blew through all the money. And then I was out of money. So I called my parents. I told them I was mugged in the Bahamas. I was, I was robbed and I needed money. And then I lost that. I feel bad because I shouldn't glorify this. And like, we were laughing about it. It's, I mean, to have a moment of seriousness, it's a terrible, terrible disease that I'm afflicted with and have in my whole life. And, And I've been in GA many, many times.

19:26And the stories are horrible. People love it because it's salacious. It's fun. And there's some fun, funny stories. But it is like alcoholism. Many, many, many, many men kill them. I say mostly men. Women still suffer from it. But they suffer in a different way. And I can explain that in a second. There is a gendered version of gambling addiction. Men start very, very, very young. I started at maybe 9 or 10. Women start in their 50s or 60s when they're empty nesters. men tend to bet on sports blackjack and casino games women almost all to every single one of them and in ga the women were all in their 70s and they all played video poker or slot machines weird they would drive to the local casino and lose everything on the fucking machines and it's very weird how they're different but and it's generally something that men are afflicted by it's alcoholism or drug addiction it's the same thing so i don't want to we're going to be light about it, but.

20:19No, it's just, and there's something that you wrote in the essay that I think you said you came back to many times, which is that your therapist when you were, you know, 19 or 20 ask you, did you ever, why you took all of your money away from you? Yeah. Such a good question. Did you ever ask, why did you take all your money away from me? Yeah. Yourself. And is that a question that has an answer? Yeah. I mean, cause you have a debilitating, you know, I believe genetic disposition and, you know, addiction. It's an addiction. And speaking of the addiction, and I appreciate you kind of pointing out that, like, this is actually really serious.

20:55And I think a lot more people are being affected by it. I'll tell you the fun stories, but I just wanted to get that disclaimer out there to not be too flippant about it. You called baseball the crystal meth of sports betting. Oh, it's the worst. It's the worst. It's like the street smack? Well, baseball, there's 162 games and there's a ton of teams. They're playing it all the time. The games don't matter. They don't matter to the players. Yeah. No one cares about a baseball game. And they're also, baseball games could be, right now there's a baseball game. Right. Right now. What time is it? It doesn't even matter.

21:23They have day games. Yeah. They have night games. They have double headers. What you're saying is there's always action to get in on. There's always action that no one cares about. Right. Except for the person with the money on the game. I mean, some people might argue that baseball, you know, diehards. But there's 162 games a season. Right. So they're not that important per game. That's just supply and demand. Football, there's 17 games a season. So the football games really matter in the regular season. But you write that betting on baseball is like selling your time to the devil. Yeah, it was.

21:54I mean, when I did my baseball stuff, I don't even remember. I mean, there was probably 15, 10 years of the baseball betting, which was just, it's embarrassing. But it's like. It's pathetic. It's really gross. But is it the thing? Like, it's not that you want to get rich quick. That's not your thing. It's not like you're lazy. You're a smart guy. I mean, that's a lot of, I think, compulsive gamblers thing is to get rich quick. And if I can do this, I can buy a nice house or get my mom a house or whatever. They have those kind of family. That's very common. That wasn't my thing. That was not you.

22:26I'm obsessed with numbers. I have a number money issue. And it's not because I'm a materialistic guy. I'm actually not that materialistic. Yeah, but I'm obsessed with numbers and how they work. I like to dance, as I put in the article, domesticate randomness. which is I'm obsessed with randomness and numbers. Risk, chance. And the manifestation of numbers into money is just fascinating to me, especially in the stock market and sports betting. But now the stock market, my whole life stock market, as much as football. Well, you also get into this in the article. You are one of those people who decided to short this little company called Tesla.

23:03Yeah, I shorted Tesla. And there's two men, and one of whom's the richest guy in the world right now. I won't tell you his name. And then there's Alan. So how did that go when you decided to short Tesla? It didn't go well. It did not go well. You described like you were betting on like games during this time, but you would describe the Tesla short as parabolically ripping your face off. That's the those are actual words. People who play the markets use that when you short, which is I don't recommend short. I have a great it's not mine. It's a guy named Steve Eisenman says I was born Jewish, but I have converted to long only, which just means I don't short anymore.

23:39It's a very funny, in finance, that's a fucking hysterical joke. Okay. And that's kind of, that's me too. Shorting is really, really dangerous. Because if you buy a stock and it goes to zero, it went to zero. Right. Okay. If you buy a stock at 20 and it goes to, it can go to any number. Right, right. Tesla has gone like split adjusted. I don't remember the specifics, but I probably shorted Tesla. I'm just totally guessing. I probably shorted Tesla at, let's say$40 split adjusted. Right now it's at$12 ,809. Like think about that. Like that's - Who's keeping track? And shorting is when the stock goes up, you lose money.

24:17When the stock goes down, you win money. And by the way, they go up 70 % of the time. Stock goes up. Right. We're at all time highs today. Right. And we had a war with Iran last month and the market was down. It always comes back. So people who are shorting, you got to be really nimble. And I was more, I wasn't, I know this now. I wrote Wall Street 2, which is the sequel to Wall Street. With Shia LaBeouf. So I learned a lot there. But I lost a lot of money before that. You were like, oh my God, this is crazy. Shorting is really, really, really dangerous. And so I shorted Tesla. And you wrote that you lost a three bedroom house, not in New York, but not in Des Moines either.

24:55Yeah. Yeah, exactly. So what I'm getting from you, Alan, is there's a really large spectrum of recreational risk out there. There's the lottery. There's gambling. I get a casino, poker, blackjack. There's sports betting. And now there's a whole new world of prediction markets. And then the stock market, which could be used like a casino. What is your view of these? Well, and that's just leaving aside the draft kings and the sports betting. The prediction markets don't interest me that much just because the liquidity is not there yet. And what does that mean? That just means you can't really put that much in there.

25:28Okay. Let's say I have information. Let's say, Susie, for some reason you knew something. I don't know. You knew. You said, I'm friends with Zendaya. She's going to get married in August. Right. And I go, really? And you go, she's my best friend. I know this. Sure. And so on CalShe, they have Wednesdays and Daya getting married. I could maybe put$1 ,000 down on that. Right. I can't put$200 ,000 down on it. Right. So it's boring. Right. That means liquidity. Okay. So they haven't gotten that much liquidity. certain things they have some liquidity. Like the volume doesn't interest you. Correct. The football games and the political stuff, they might, you might be able to put a hundred grand on Spencer Pratt.

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26:03I'm not sure if that would be enough. On the, I'm like jumping around from Kalshita Polymarket, but I think the point still holds, which is that you sort of talked about the numbers, how often people, how likely they are to get addicted, become compulsive gamblers. And you wrote - Not many do. Not many do. Very few do. But I think it's important to sort of state that like off ramps are also on ramps like a lot of people who would have never vape or who would never smoke cigarettes now vape and i think a lot of people who would never maybe um you know go to the horse track uh to bet or call a betting line to do a bet now that they have it in their pockets it's so easy and accessible they want to do it yeah i mean that's the argument that that that is a narrative out there i wrote about it in the essay well you're right the numbers are going to exist whether sports betting is legal or not but the damage to the compulsive gambler is far worse when it's illegal.

26:55Can you explain what you mean by that? Yeah, it's the difference between credit and debit gambling, which is if you are on FanDuel or DraftKings, you have to put in your account, let's say$5 ,000. Right. And when you lose, you've lost$5 ,000. With a bookie, when it's illegal, the bookmakers don't, you don't have to give them$5 ,000. Right. You can bet, they give you a number, they're like, oh, it's cool. You go up to 20, go up to 50. And then - Obviously, inside of ice, have you go higher, higher, higher. And they get their money. They have ways to get their money. So you have much more chance of losing more money as a compulsive gambler, money you don't have.

27:34When it's illegal. When it's illegal with debit gambling. And so I think the FanDuel's and the DraftKings actually, theoretically, assuming that they're putting bookies out of business, are healthier for the compulsive gambler. But then the counter argument, which might be true, is it creates more casual gamblers than when it's not legal. But I don't know if most of those casual gamblers are just enjoying it's an entertainment. I think it's good money spent if they can have a good time and not lose control. Yeah. You also write, and I thought this was really interesting, you had some caveats to what you felt the regulation should be around sports betting.

28:13You wrote, no advertising, no player props, in-game wagers, or micro bets. What's a micro bet? They go crazy on these things. So it's during the game. Is he going to hit this free throw? Oh, okay, got it. Or is this player the over-under for the third quarter is two and a half rebounds? Like really, really minor stuff that just creates the game. It's just too weird of a dose. It's like just have money on the game. That's my personal opinion. Right, right. It just creates more degeneracy than casual entertainment. Right. But the marketing, the big part of the marketing, which I think is the issue, is the fact that, and I'm not going to call out DraftKings or FanDuel or specifically, I don't know which ones do, which ones do less, but they do market towards young men.

28:59Right. They market towards 15, 17, and 19-year-olds. And I just don't, I think there should be regulation to prevent that. Right. If the state or federal regulation can prevent it, they should try the same way they do with alcohol and cigarettes. And just like, you know, if you're an adult, you should be able to place a wager on a game, but not if you're a kid, basically. I think the model is cigarettes. You don't get cigarette advertisements for 16-year-olds in Teen Vogue or some shit. I don't know what it is, but just follow that model. I'm hoping you could describe, and then we're going to bring Dan in to talk about some of the hot issues of the day.

29:36What would it take to—you described this service called Sportsline. What was this? Oh, my God. What was it? When I was a kid? Well, like I said, I'm really old. And so this was way before 24-7 news. This was obviously before the internet. This was before you had access to scores. And so when I was, so there was a number, 976-1212. I believe it was 976-1212. And it was just a sports phone. I really am sure you're right. And they would update. They go, the guy had a very specific point. I'm going to do it. Please. You've got sports phone. Next update is 15 past the hour. We are, Golden State, 102 in the third quarter, Lakers, 91.

30:18And it would go through all the scores. So when you had money on the games, you'd call Sports Phone every 15 minutes. To get the score. To get the score because you had money on the games. But I think it cost money to call Sports Phone. I think it was like 25 cents a call. Are you serious? I think. It was like a long distance call? I think it was a, yeah, it was a business. Oh my God, they're always getting you. Whoever watches this, if they remember, if they can fill in the blanks that I don't remember, was Sports Phone 25 cents a minute. And who remembers Sports Phone? Yeah, yeah. Okay, Alan Loeb, thank you for joining me for this section of Second Thought.

30:52I think we're going to bring in Dana Duke.

30:57Can comedians still joke about the Middle East? Are people less committed to religion now? And most importantly, is it ever okay to toast a fresh bagel? These are the kinds of questions being pondered on Wondering Jews with Michal and Noam. Hosts Michal Bitten and Noam Weissman are two bold voices in the Jewish community. They're intellectual, provocative, and deeply curious. If you've ever been to a chaotic and loud Passover Seder, this show will probably remind you of that. And there's always a seat at the table for someone interesting, like New York Times columnist Brett Stevens or author Sarah Horwitz.

31:28It's smart without being stuffy and joyful without being shallow. Whether you're deeply observant, totally secular, or not Jewish at all, this show will probably have something you'll love to disagree with. Search Wondering Jews with Michal and Noam on Spotify, Apple Podcasts, or YouTube, and grab the link in our show notes. Okay, great. So what everyone's talking about this week is that the MV Hondias cruise ship has begun its evacuation process in Spain's, uh-oh, Canary Islands on Sunday. We should have gotten you checked. The ship, which carried about 150 passengers, was forced to dock due to a hantavirus outbreak on board.

32:03A lot of people are worried that it's sort of rhyming with the COVID pandemic. Did you see any hantavirus victims while you were in Spain? I didn't. I did not. No. Listen, as if we needed any more evidence that we shouldn't have cruises. I don't I don't I don't agree. A hundred percent. We have an amazing piece in the free press. And it's a it's an ode to cruises from Jillian Letterman that I encourage everyone to read. And it's it's fun and people love them. Have you ever been on one? Listen, yes, I have been on one. Okay. And sure, it's a little fun. Is it worth outbreaks of this kind that are going to take the world down again so that I can go on a carnival cruise and, you know, pee in the pool with a pina colada in my hands?

32:45No, it's not worth it. And they're gross. And I think the open seas should just be for fishermen. Okay. Okay. And the ultra rich. You have your own boat. Oh, only super yachts. Yeah, super yachts. Oh, wow. Okay. Super yachts and seafarers. So working class or owners of Amazon? That's it. I have a quick cruise story. Can I tell it? Please. It's very quick. It's very funny. I was on a cruise. I was very young. And my friend Tony got us tickets to this cruise that went down to Mexico, like literally Tijuana and back. It was like a two-night thing. And he said there's going to be a lot of girls on it.

33:21So we went on the cruise. We did meet some girls. And we were up in the cabin with these two girls. And they had cocaine. Now, I was like in my 20s. I'd never really done cocaine. so I'm like you know I was trying we were trying to get with the girls and so so they they pinned me the I did the and it really really hurt like it hurt like really hurt and I and I said oh my god I said that like and I took like two big ones and I had never really done it and I said like this cocaine is really really harsh and she goes it's not cocaine it's crystal meth I was walking around the ship for five hours in a circle with Tony because we lost the girls now and now you're You were just on meth.

33:57I was on crystal meth on a cruise ship. And now a word from our sponsor, St. Jude's Hospital. Wait, wait. Wait, when you described the crystal meth of baseball, I didn't know you'd actually done crystal meth. Not intentionally, but it was on a cruise. Or the crystal meth. Oh, that's so, were you scared? I would have been so scared. No, I was wired. I just kept talking and walking and talking and walking until the sun came up. You had like a theory of everything by dawn. Last time I've done crystal meth. I think this proves my point of why we shouldn't have cruises. A man like this does meth on it.

34:25Right, right. A good, upstanding citizen. everyone. Oh, wow. Okay, so you would cancel a cruise? No, no more cruises. I've never been on a cruise. No more cruises. That's it. We're done. It's just for seafaring people who get scurvy. And that's it. Do you think Hantavirus is a new COVID? Do you think we're primed for another pandemic? I hope not. I don't think people are down for it. I'm not down. Yeah, the vibes are not. No one's doing it. I don't think the branding around it. Especially it's gonna be summer. Yeah, you're right. The branding around isn't a good Hantavirus doesn't flow like COVID.

34:55hantavirus remember there was monkey pox i got swine flu in 2009 that's pretty dope that was sort of the og yeah okay well fine hantavirus um please leave us go home uh billy eilish has a new tour documentary and i'm really curious what you think of this alan as our veteran hollywood expert uh the movie's directed by james cameron it hit theaters last week it's called billy eilish hit me hard and soft the tour live in 3d it earned a 99 audience score on rotten tomatoes and i'm seeing some like similarities with the Michael Jackson biopic just because it's like entire songs and it's really like you're there if you're a fan.

35:32Do you feel like this might save theater going movies like this? I think it's great for theater going. And I think movies like this are great because people who do like that type of thing, especially super fans, get to see this kind of behind the scenes stuff. I have no problem with any of it. It's almost like using the theater in a different way. Yeah. No, I have no problem with any of it. and it's good for the business, especially because the exhibitors, the people, you know, the movie theaters, that's a tough business. Anything that can give them revenue, I am for because I want them in business for my shit.

36:05I agree, but it's sad. It's sad that the only way that these theaters are surviving is that they turn into sing-along karaoke rooms now, which is basically what's going on. What's wrong with that? By the way, Rocky Horror Picture Show. Oh, yeah. That was in the 70s. Like, whatever they could do, they were doing it then. It was a phenomenon. And when they caught the phenomenon, they would show them at midnight. Think of that revenue at midnight. They would have Rocky Horror Picture Show. And think of the fun. Hey, like I said, I'm old. This is my generation. We love Rocky Horror. Did you see Michael?

36:35No, I didn't. But I actually hear it's quite good. What do you hear? I saw it. What did you think? I thought Coleman Domingo was unbelievable in it. And I was really entertained the whole time. And people who I had seen it with, or people in the theater, I was talking to people after it was their second time seeing it that week and I think it's a lot of fans I think people especially like the Michael generation people who came up when he was coming up are just obsessed with it have you seen the clips of people watching the Michael doc and Michael biopic in Malaysia no are they huge fans the Japanese are huge fans of Michael Jackson in front of the screen on their chairs going crazy it's so fun to watch like they're all dressed like him they're all dancing in the stairwells like they're it's wild i love that i mean i love a monocultural moment i do are you a billy eilish fan are you gonna see this alan i don't know who she is oh alan i don't know and now a word from our sponsor yeah i told you i don't know who anyone is i i don't the meth did to your brain i don't care i think you don't care i love that i think it's an interesting uh project for james cameron yeah billy eilish i know who he is yeah that well Well, of course.

37:48Titanic. Yeah, but I feel like Alien. Scorsese did this for the Stones, right? And that generationally, I think, makes sense. Billie Eilish is like, shouldn't he be doing U2 or something? Like Billie Eilish? Well, it's interesting. We have a quote from him about this. He said, we're going to be surveillance cameras. It's not going to be a conceit where it's like, I'm Martin Scorsese, and I'm going to start at the beginning of the Stones tour and hit all of these amazing behind-the-scenes moments. That wasn't the gig, he said. His film with Eilish is not the story of the whole tour. It is the story of the day of.

38:21So he's really here to give fans a concert-going experience, not a lift behind the curtain of what it's really like to be Billie Eilish on tour. Okay. But it is weird that he's doing this. But he's so into weird filmmaking. Isn't he Avatar? He's Avatar. Oh, okay. So this is why he's into it. He also did a documentary of going down into the Titanic. He did this Titanic documentary. Okay, so he's actually just really like a camera nerd, and the movies are a byproduct of that. I think that's right. He just wants to see the weirdest thing he could do with like CGI and effects and surveillance cameras.

38:54That makes sense. I think it's creative expression and finding range within creative expression. Susie, that was very smart. Thanks. Thank you so much. And you just kind of came up with it on the spot. I did. I really did. What have you seen lately that you've liked, Alan? Oh, well, you know, I'm going to tell you what I saw, but it was on TV. Say it. I really like the JFK Jr. show. Oh, love story. Say more. I really liked it. Okay. But by the way, I was around in the 90s. I was in New York in the 90s, so it brought me back. We know you're old. Yeah. So old. But the... Was she a sex symbol for you, Carol?

39:29Was that... Yeah, I don't remember her as being like necessarily a sex symbol, but I remember him being incredibly iconic in that time. And every woman I knew, every girl I knew, he was insane, especially in New York City. And it was in, yeah, no. But I thought it was, this is what I thought about it. It could have been bad. It could have been badly directed, badly written, badly acting, and no one would give a shit. But it wasn't. It was good. I thought it was good. I thought the writing was good. I thought the director was good. And I thought the performances were good. And I thought, I was watching it going like it doesn't need to be this good and i was very impressed and happy about that and i enjoyed it thoroughly i thought it was a american version of the crown which is one of my favorite shows interesting and i thought it was really well done and it was just refreshing for me to watch that i love that and i wasn't expecting to like everyone's like oh you should watch it it's really good and i was like i'm gonna i'm gonna last one of these like why do i give a shit about this and it's gonna be so cheesy i was really really maybe it's an expectation things too but But I was really, really gratified watching it and I enjoyed it.

40:31It was like the best thing I've seen recently. I didn't watch it, but I've watched a lot of the fashion from it on Instagram. Yeah, major. I mean, it's... A lot of 5 '2 women out there thinking they look like Carolyn Bissette because they're in a slip skirt. And it is not happening for them. Wearing the backwards hat, thinking, you know... Yeah, the Kangol hat. Yeah, wearing the backwards Kangol. I got to say, 90s fashion is coming back in. I don't know how I feel about it because those were like my high school years. and then I feel like after that you're like working so hard to run away from it, to be like, that looked awful, I need to get better fashion.

41:05And then you get older and it's like, no, you gotta go back to that. It all comes back. I threw an amazing 55-year-old birthday party in 92. It was... Oh my God, that's amazing. You were at my birthday two years ago. Yes, I was. That was extremely fun B-Day. That was fun. We told stories. Yes. You should have been there. I wasn't invited. I wasn't invited. Thanks for bringing it up, guys. Oh, my God. Okay, so you're a no on the Billie Eilish movie. You're a yes on it. I'm for anything that fills the theaters, yes. But you've gone on record saying that television is really the new theater or new movies.

41:40Yeah, I think movies are making a good comeback right now, and there's some quality. But I think TV, for lack of a better term, I can't believe we still call it TV. It's like it's a whole different ecosystem now. There's the one hours. There's the 30 minutes. There's the Netflix versus procedural on CBS, whatever. It's such a wide range to say TV based on what was on the wall 20 years ago, and now we're watching it on our phones, on our iPads, whatever. But yeah, TV, for lack of a better term, is just a lot of good quality. You know every time you go out to dinner with your friends, you take out your phone and you write five things down that you didn't even know existed that everyone's, oh, you've got to watch this.

42:19It's on Apple. It's blah, blah, blah with this person. It's so good. And you write them all down. And then you have this list of the good shit you're supposed to see. No one can get through their list. And then the next time they go to dinner, they get four more on there. Is this just me? No, absolutely. And so there's a lot of good quality in all different genres for all different types of people on, for lack of a better term, television. We've talked about this a lot at the free press, that there's a little bit of like a toxic recommendation culture afoot. Oh, my God, you haven't seen it. How is it toxic?

42:46Because it's just too much. It's just like, I hate when you're like on a date with someone and they're like, you've never seen Dog Day Afternoon, like some like deep cut movie thing. I didn't even know this existed. Like guys who called movies projects. What? Like the new Safdie project. Oh, yeah, that's your world. That's our world. Yeah, it's a project. I don't like that. You don't like that? Well, it's like it's like it's a construction thing. It's like giving yourself a little too much credit. Have you not seen Dog Day Afternoon? No. Is that a real movie? Oh, my God. You haven't seen Dog Day Afternoon.

43:14That is the toxic recommendation culture at play. it's like go home right now watch the movie and it's like for two hours I don't even have a TV I'm going to do it on my computer I believe it's Sidney Lumet we have to check that to have someone check that but I'm pretty sure it was Sidney Lumet okay so yeah come on are you one of those guys who's seen every movie I've seen a lot of movies I'm a film guy there's nothing more annoying than you don't know blank or you haven't seen blank like there's a lot of things that I know that you don't know also but I'm not going to point it out meetings a lot in hollywood because once again i'm gonna go back to the fact that i don't know any people's name under like 40 years old and then you get the like oh we just attached blah blah blah and then i kind of oh like i do pretend a lot because then i'm a dick yeah and like you know maybe i won't get work because they're gonna say he's old and he's disconnected which i am but i have to pretend i know the names they give all the names and you have to say what up homies you have to keep them thinking that you're with the actors it's these young directors and these And I'm friends with like a lot of representation and the agents, they have to.

44:16It's their business to know all the hot names. They use the names and then I'm supposed to, I have to pretend I know the name. Oh my God. Well, one time I was at a dinner in LA and the people talk about movies in LA the way people talk about like books in New York. And someone was saying, you know, oh, have you seen, you know, Dog Day Afternoon or whatever? And this woman goes, no. And then someone said two other movies and she goes, no, I haven't seen that. I haven't seen that. And the guy, and she goes, I really haven't seen that many movies. and he goes, she's being modest. She's seen so many movies.

44:45And it's like, oh, when the picture dances on the screen, it's like, oh, she's erudite. She's seen many movies of like the monkey with the symbols. It's like, what are we talking about? Oh my God, that's the best difference between New York and LA that I've ever heard. She's being modest. She's seen many movies. And I know you've seen many movies. I have seen a lot of movies, of course. It's my stock and trade. And what movies are you working on now? A few. I have one coming out that we just made last year. I think it's coming out in the, I'm going to think winter, maybe spring. I'm not sure yet.

45:20It's actually a great little bit of casting because we have Matthew Broderick and Alan Ruck. So it's Cameron and Ferris back together again. Oh, my God. That's amazing. But it's not the characters. Bueller? They play completely different characters. But these two actors who were best friends on Broadway before Ferris Bueller's Day Off because I think Alan got casted as Cameron because Matthew said to John Hughes, the director, you should cast my friend Alan Ruck, who I was in a Broadway play with. So they were best friends at like 11. They were in the producer? Oh, no, before that probably. They were, he did all the Neil Simons.

45:57I mean, Broderick did all the Neil Simons. So when we cast our movie, it's about two men who are friends in their 50s. It's about male friendship in their 50s. And we got Alan and Matthew. And they were both great in it. And it's called The Best It's Yet to Come. And I'm hoping it's probably the fall. It's Lionsgate is going to distribute it. And we made it. And what's the sort of, you're trying to explore male friendship in your late 50s? It's a remake of a French movie that I fell in love with during COVID. A producer got me in and said, would you want to do this? And then during COVID, we were all locked down.

46:32Everything was kind of scary. And I put it on. I'm like, oh, fuck, I should watch this. If we have a world or a film business left, maybe, and I watched it, and I was crying and laughing. And it's what I needed during COVID because it's a very emotional yet funny, you know, it's one of those like James Brooks types movies. A lot of heart, a lot of pathos, the French movie. And I called the producer. I'm like, I want to do this. We have to do this. So we did it. I mean, that was what that was. So the French movie, so it has a French premise. French are very different on how they do movies. And like they get away with a lot.

47:07We don't. So I had to, in adapting it, change some things and make some things more believable. You had to do some dance numbers. But in the contrivance, basically it's two best friends who had led very, very different lives. The Broderick character was married and got divorced. But he was a professor and he stayed in Seattle and he was a normal guy. And the Ruck character never got married and he went to Europe and he banged a lot of women and he did a lot of drugs and he lived a lot of life. But he's always broke. And he comes back to Seattle and he's crashing on Broderick's couch. and through a contrivance, a French contrivance, which works in our movie, Broderick finds out that Ruck has cancer and is dying of cancer, but Ruck doesn't know.

47:43And he has to tell his best friend. And he can't do it. That's the thing, he can't do it. And it's this kind of interesting... This sounds like it'll rip your heart out. It is very, but it's not depressing. No. It's not depressing. It's funny. It's got a lot of humor. And both guys are great. Both guys are phenomenal actors. And so it's great. Their chemistry is great. And the movie is great. And so I'm very excited. And best is yet to come. I'm just not sure exactly when Lionsgate's going to throw it out there. Well, Lionsgate, if you're listening, please throw it out there. I'll also say that isn't there a moment in Ferris Bueller's Day Off where Bueller is withholding from Cam that he like screwed up the car or something?

48:19Yeah, well, the car goes down to the ravine. Right, and then Cameron is sitting there in like a fugue state. But they were different characters. In our movie, the Ruck character is wild and free and the Broderick character is tight and repressed. and in Ferris Bueller's Broderick was wild and free and Cameron was tight and repressed so we give him the opposite in this one I'm so excited about this I think you'll love the movie I'm gonna love it I think you'll love the movie the only thing that I want to hit on left is just the fact that Trump released his first declassified a trance of UFO files and it's free for all Americans to view my question is number one did you read the files?

48:55I didn't and number two did you know the most respected alien expert in the country is a man named Avi Loeb. I did know that. You did? I think he's out of Harvard. I don't know. Yeah, I've heard the name. He is like the alien guy. Yeah, I've seen him on YouTube. I've seen stuff. Is he your doppelganger? Is he your alien doppelganger? I don't know if he is. But what's Avi's take? What does he say? Avi's like very open. He's like a sort of consensus builder within this, as you can imagine, very disparate, odd coalition of people from like the religious to the science obsessed to the skeptics to the true believers whatever it is and he is just very open to the idea that there's something out there but this release is nothing no there's there's no smoking gun there's no you know uh picture of a green body some you know suspended in amber at area 51 yeah i'm not i i saw the videos and i think they all feel a little doctored grainy until i see the green alien you know with the glowing finger i don't believe any of this shit what's your intuition tell you about whether there's life i think there's life for sure i think there's life on other but not the grainy little i think there's i i think there's aliens amongst us i think a few of the tech guys oh oh don't you think i have a theory like all the inventions you know how it was like the internet was 25 years ago no 30 years ago and now it's it's AI I think they have it all and have had it for like and they're just dripping they're they're dripping it out the tech to keep the economy like do you notice them the second the economy gets a little shaky we have AI now we're fucking at all-time highs I think then I think they I think it I think yeah and by they you mean aliens are dripping it I think so but what would they oh because they I'm pretty sure because like it's pretty obvious they need our stock market to go up because that like it's not just the stock market it's just like they they get richer and feed off of our capitalism yeah maybe they feed off of our greenhouse gases there's something they can't have us de-grow they need us kind of producing i just think it's all too convenient and you know like don't you think and like come on elon i mean come on you can't he's not human think about his life every company he started everything he invented i mean that's not a person I mean, it's obviously not a person.

51:18Well, Tucker believes that their UFOs are demons. Tucker Carlson has gone on the record saying the UFOs might be demons. But like, what if they're angels? You know what I mean? What if there's angels among us, Alan? Have you ever considered that? I think that's a beautiful conceit. I think that's the launching pad of many great love stories. Dan, did you watch the roast of Kevin Hart? I did. I just finished watching it. I have some takes. I love Kevin Hart. I think he's a force for good. Always great to see him taking the piss out of himself. I think Shane Gillis did an awful job hosting. Okay.

51:52Oh, he was the host. He was the host. I think he's a really funny comedian. Like, I love Shane Gillis. But he is an awful host. Hosting is its own muscle. It's its own beast. It's its own beast. And you can't do it with irony. You can't do it with goofiness. Or not goofiness. You can't do it with irony. You can't do it with, like, this kind of ennui. He was, like, very, like, shrug-shouldery. and I feel like what people realized watching this roast is the reason that the roast of Tom Brady was so great wasn't because of anything about Tom Brady. Kevin Hart hosted that. It's because Kevin Hart was hosting it and he's the best host.

52:26Like he knows how to keep the energy up. He knows how to entertain. Jeff Ross, shout out Jeff Ross, also your doppelganger, also knows how to keep the energy up in a room with a roast. Friend of the pod. Huge friend of the pod. Big friend of the pod. Yeah, big friend of the pod. Give me an example aside from the Kevin Hart videos of a great host. Who's a great host? Or a great host, like a classic iconic hosting job like the 2009 Academy Awards when Conan did it. Well, I think, yeah. Conan was amazing. I think Billy Crystal is, if you want to go old school, I know you're an old man. Billy Crystal.

52:57Yeah, big Billy Crystal fan. But there's a likability. There's a likability and that you're really thrilled to be out there. Like, I don't think Dave Letterman does as good of a job, like, for the Oscars. Because he's sarcastic. He's a little dour. you kind of have to you can't like you can't be eye rolly you have to like really like be excited to be there yeah you're the joker it's like dance you want to be there dance for the king I think Conan does a great job Billy Crystal was with the Oscars was that was classic yeah do you think that was better than Ricky Gervais when he I love Ricky that was unbelievable I mean that was fun though because he was lighting the whole place on fire yeah yeah that was a different thing you know that was a different everything Ricky Gervais does brilliant he is so brilliant yes But special shout out to...

53:41Chelsea Handler. Chelsea Handler destroyed. I mean, they came after her hard. But man... If you come for the queen. You come for the queen, you better get ready. I mean, she came on and just guns a blazing. And such a pro. She looked amazing, I'll say, too. Such a pro. And it's just like, I haven't... You know, her show's been off the air for a while. It was so good to see like, oh yeah, I forgot how vicious she can be. Oh yeah. She was great. It's interesting to see like old world, new world kind of podcast comedian and bros come together in something like a roast. Also, special shout out to Cheryl Underwood, who she's like, you know, I think she was the oldest person on the dais.

54:17Yeah. You know, and it was easy to see her in the sea of like the young, hip podcasters from Texas who were like too cool for school. And I was worried before she got up. I'm like, she's probably not going to be able to keep up. She was the only one who got a standing ovation. Oh, I love that. She destroyed. Freud. And it was just like old school, know how to put on a show, know how to just hit your mark, hit the bits, hit the jokes, just like machine gun. She was like a revelation. Like I loved her so much. I hope that. I have to see this. These roasts will used to be appointment viewing. I remember watching the Joan Rivers one live when it came out on Comedy Central.

54:55I thought it was so amazing. And the Justin Bieber one, I think. The Tom Brady one was phenomenal. It was also phenomenal. But yeah, that was when fun came back. Yeah. Well, Netflix has a nice little cottage thing going here with the roast, right? Oh, yeah. And I think the ladies took the cake on this one. I always think it's so dumb when people are like, women can't be funny. Go watch The Roast of Kevin Hart. The women destroyed the men, I think. Okay. I love ending on this note. I'm happy. This was fun. Was this fun? Did you have fun, Alan? I want to do it again. All I want is for Alan to be happy.

55:26It actually is like a preoccupation of mine. I just want to say I got recognized by Shakira's kids at a bat mitzvah this weekend. Yeah, Dan couldn't naturally shoehorn that one in. So we're just going to just right at the end, no segue. Dan, okay, I'll set you up for it. Dan, were there any acclaimed Latin, children of Latin pop stars at the bat mitzvah you were at in Miami this weekend? Pray tell. It's funny you should ask, Susie. Shakira's kids are obsessed with me. What? And by ex post facto, Shakira is obsessed with me. I saw her texting her friend saying, They're obsessed with second thought?

56:04No, this is Falafel Phil from Kicking It. Okay. Iconic character. She said,

56:12Was she at the bat mitzvah? No, she was texting her friend. Oh my God. Her friend was like, These are Shakira's kids. She wants to take a picture. They want to take a picture with you. And I was like, Those are not Shakira's kids. She opened her phone. Shakira's texting back and forth. Please tell him we're huge fans. Were you like, I'm not taking a picture with those kids and those aren't Shakira's kids. and then you were like right this way to the step and repeat. Yeah, I was like, your little hips don't lie, boys. And then I got kicked out of the bat mitzvah. Yeah, you shouldn't say that in a religious setting.

56:41It just happened quickly. Alan, this is what you have to look forward to given your euphoria cameos is Shakira's children being huge fans in 10 years, maybe at their weddings. The Shakittos. The Shakittos. This has been Second Thought. I'm Susie Weiss. And I'm Dana Dude. I'm Alan. And thank you so much for being here, Alan. we'd love to have you back I'm coming back I want to come back stick the landing next time Alan I didn't know she was coming to me he's not an actor he's not a screen actor I'm not an actor thank you okay bye everyone thanks for listening to this episode of Second Thought if you're listening on Apple or Spotify please give the show a follow and if you have a second consider leaving us a five star rating or write us a nice review it really helps us out you can also get my weekly culture column by subscribing to the free press at thefp.com You

From the publisher

Read Allan Loeb in The Free Press: https://www.thefp.com/p/hi-my-name-is-allan-and-im-a-compulsive

On this week’s episode of Second Thought, Suzy Weiss sits down with screenwriter Allan Loeb—he wrote, among other films, 21, Wall Street: Money Never Sleeps, The Dilemma, and Just Go with It—for a wide-ranging, entertaining conversation about Hollywood, AI anxiety, compulsive gambling, and the strange psychology of risk.

Loeb opens up about creating imaginary friends whose net worths he obsessively tracked as a child, which developed into a gambling addiction that has checkered his adult life. He recounts losing fortunes shorting Tesla and spiraling through blackjack systems in Bahamian casinos—all while becoming a renowned Hollywood writer.

Suzy and Allan unpack the future of storytelling in the age of AI, why Hollywood may not be dying nearly as fast as everyone claims, Tom Holland’s attachment style, and why baseball is “the crystal meth of gambling.”

Then, comedian Dan Ahdoot joins the panel for a rundown of the week’s biggest culture stories—from the hantavirus panic to Billie Eilish’s new James Cameron-directed documentary, to the roast of Kevin Hart (the women took the night!).

It’s a funny and moving episode that you won’t want to miss.

Want more Suzy? Subscribe to “The Free Press” today to get her weekly culture column—fresh in your inbox every Friday afternoon: https://www.thefp.com/s/second-thought?sort=new

Follow Suzy Weiss:
Twitter: https://x.com/SnoozyWeiss
Instagram: https://www.instagram.com/suzyisonline/

Follow Dan:
Twitter https://x.com/standupdan
Instagram: https://www.instagram.com/standupdan/

Subscribe to The Free Press: https://www.thefp.com/subscribe

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