Freakonomics Radio - How Gary Gulman Turned Depression Into Comedy Gold | Better in Person

Episode Date: July 29, 2026

Gary and Stephen talk about creativity, recovery, getting fired, and holding grudges. They also get outside and play basketball, which is a big part of how Gary stays well. If you'd like to see the vi...deo version of Better in Person, watch it on YouTube or Apple Podcasts. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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Starting point is 00:00:00 This episode of Better in Person is presented by ChatGPT. Put ChatGPT to work on your most ambitious ideas and projects. Download the new ChatGPT desktop app today. Hey there, Stephen Dubner. This is the third episode of a new video interview show we're making called Better in Person. Today's guest is the comedian Gary Goldman. You are going to love him, I guarantee. If you want the full video experience, go to the Freakonomics YouTube channel.
Starting point is 00:00:29 It looks good on your phone, but it looks great. on a bigger screen. You can also watch it on Apple Podcasts, just search for better in person, but we also made this audio version for the Freakonomics feed in case you don't want to be distracted by the video. We aim to please.
Starting point is 00:00:46 As always, thanks for listening, and now thanks for watching too. What you have to understand about show businesses, the hyperbole is at such a high level that if they love you, it means they don't to work with you, but they think you're pretty good. If they're obsessed with you, they'd like to work with you, but if this fails, it's all over. You'll never hear from them again. And then, I don't know what the next level will be. I want to chop you up in a cuisine art and drink you
Starting point is 00:01:22 like a smoothie. And that will mean that they would like to make your project. This is Better in Person with Stephen Dubner and Gary Goldman. If you had to choose one word to describe the comedian Gary Gullman, it might be kind, which is not a word you associate with comedians very often. He's also tall, 6'6-5-6, which helps make him good at basketball. Frank? He's also smart. He enunciates beautifully.
Starting point is 00:01:54 He's got an amazing vocabulary, and he wrote a really nice memoir called Misfit, growing up awkward in the 80s. And yes, he is wickedly funny. Consider his first HBO special, The Great Depression. I still see a therapist. I believe I broke him on Monday. Yeah, I was leaving his office, and I was shutting the door, and I heard him go, A show about one man's depression should not be funny, but this one is, and it's also deeply human.
Starting point is 00:02:26 Goldman's honesty makes his fans love him even more, and now I also love Gary Goldman. I mean it. That's not hyperbole. So I make this podcast for economics radio, which is very research intensive. And my producers for this show have been telling me that I need to back off, that I get over-prepared and I get a little paralyzed. So for you, I've done zero. Okay. I know your first name is Gary.
Starting point is 00:02:55 It's all I got. You're an accountant, I understand. I was an accountant. That was what I studied in college. So my profession is accountant. But then I've taken this side gig, starting in 1993, where I tell jokes and I wrote a book and, yeah, and I act occasionally. But it's just something if the accounting doesn't pay off.
Starting point is 00:03:28 Did you ever do any accounting? Yes, yes. I worked for two and a half years for what is now. Pricewaterhouse, Coopers. And I was fired for saying what are they going to do fire me?
Starting point is 00:03:46 You did not. I really said that. And it's the it's the only time that somebody has read back to me a quote and it didn't make me happy. Usually when somebody you said this, oh, that's really great.
Starting point is 00:04:01 But this was like, and And I will say this. I just said, yes, I absolutely said that. And that was that. They said, okay, well, I'm glad. I mean, I'm glad. It works out. The woman from HR and her husband came to my show. So all was forgiven, but it was. Was all forgiven? Are you a grievance holder or a grievance flusher? I've been grinding certain axes with people over the year. years and it's really something I'm reading I'm reading the autobiography of Nelson Mandela right now one reason because I admire him but also this has to be one of the most
Starting point is 00:04:45 such a great comic funny man but he's got to be like the most forgiving man and in history and you're thinking what am I doing with my yeah and what am I doing with my stupid things of do you punish yourself period question mark do I punish my No, but I have a lot of guilt over, for instance, my wife would love a bigger apartment than we have, but I see how certain people are living and I think, well, it's not right that I should have so much more than the average person. So I think we do need a bigger place because now I have three storage units, which is way too many. It's insane, like just filled with, one of them is just a library, right? It's just all these books that I don't have room for. And also my childhood baseball card collection.
Starting point is 00:05:39 I want to get a bigger place, but it has to fall within this range of not too Austin taseous, where I would feel guilty because I read this book by Peter Singer, the most good you can do, where if you live within certain means and give away a certain amount, you can save lives. And so there's a lot of arithmetic involved in my... That was the Sam Bankman-Fried model. You remember him? Yeah, but wasn't he?
Starting point is 00:06:03 He disgraced and- Yes, he was. Yeah. Yeah, such a bummer because it's a great philosophy. It's a great philosophy. Effective altruism, if you like to call it. Your wife's name is Chadee. Yes. How did you meet? But she's not the Chadee. I wouldn't have a small apartment if I was the heir to the smooth operator royalty stream. We met at the back table at the comedy cellar. She was visiting her friend who was a whole. hostess there or a host and the comedy cell of the back table has the tables are made out of slate so people draw in chalk and my wife chaday was drawing out the formula for the golden mean on this table and also she's this beautiful woman who knew a lot about physics and math and so i said I said, wait, are you an intellectual?
Starting point is 00:07:00 And she said, maybe. And then she would come in every other Friday, and I would make it so that I would work every other Friday. And then we became friends. And then we got. Lovers. And then, you know, and then we became lovers. I took her on as a lover.
Starting point is 00:07:18 And that was in, we got married in 2020 during the pandemic. But we'd been together since 2014, I think. Right, because when you were sick, she was. when I was sick. Yeah. We had been dating for about six months, and then I went fucking crazy. Yeah. And sometimes I would beg her, I would be like, you're really got to get out of this.
Starting point is 00:07:39 It's not going well. I've heard you say that in your act, that you begged her to leave you because you didn't want that for her, because you were that sick. Yeah, because I didn't think I would ever get out of it. But she believed, and she did, she would do research, and then at one point she grew psilocybin mushrooms. She tried to get me into a study. and I wasn't able to get into the study, and then she just sent away from mushrooms and made them in our apartment,
Starting point is 00:08:03 risking it like a felony. Wow. To try and because she had... The statute of limitations, I'm assuming, is... I hope so, but the issue is that it's, I don't think it's legal now, but they are still in tests of psilocybin mushrooms. Michael Pollan wrote that book,
Starting point is 00:08:19 How to Change Your Mind, and it was... Yeah. It's very influential. So I would love to talk about, if you feel like it, you're being sick. I mean, it's a lot more fun to talk about now that you're, but because you seem awesome. I feel awesome. You look great, you seem great and thank you. Thank you. I'm so grateful and everything is just so much easier from the other, from the other side. And I always, I always used to
Starting point is 00:08:45 say this. I would say if I could, if I could stop getting depressed every six to nine months and losing three to six months of productivity. I could really be good at this thing that I've put all my time into, but inevitably. But that's exactly what happened then, right? You finally... And then finally, for the past seven years, I've had an uninterrupted mental health. And I've written, I think, three specials, a one-person show and a book, a memoir. And yeah, so I... So your engine, you're creative and comedy engine... it seems was running as hot then before you were sick. Like you'd always been hardworking, disciplined, productive.
Starting point is 00:09:31 Yes. But it's just like when you would get sick, then everything is back to zero or minus. Is that the way it would work? Yeah, because I would lose momentum. I couldn't, for instance, if somebody had come to me in 1998 and said, we want you to make a one-person show, I would say, well, that's going to take. about a year and at some point within the next six to nine months I will fall apart and I will be out of communication and I won't be working and then I'll spend time trying to get back on
Starting point is 00:10:05 on track through medication and exercise and everything else so that I wasn't dependable and I couldn't trust myself to make to make such long-term plans. We work together in I think it was 2017 and looking back now I think you were not well then no no but I would accept offers all the time because I didn't, I didn't want to, I didn't want to give in. And so I could put, I could put it together, but if you knew me, you knew I was not myself. I just remember thinking like, he's really not very fun. Like, you didn't seem like you were having fun at all. Yeah, that makes sense. I was probably incredibly anxious. I thought that was just who you were. But then I would watch your comedy, and it seemed like a different human. Yeah.
Starting point is 00:10:46 So did I just catch you on a night where you were feeling, like, how many nights were there like that, that you were just not? I mean, it was every night from the spring of 2015 through the fall of 2017. So it was two and a half years, but also when I was working off a script of jokes, I could be much more compelling than I was in an interview. And it's very hard to think when you're depressed.
Starting point is 00:11:14 My psychiatrist said that a lot of people have called it faux dementia, where depressives are having a hard time making memories, and keeping memories and also accessing words. And so your brain is telling you while you're in it that you'll never get out of it. And then when you're out of it, that you'll never go back in it. But then you learn and you realize that,
Starting point is 00:11:40 or in this case, this final case, that I need to stay so vigilant and prevent the relapse, because the relapse is actually part of this, this entire conundrum. What does vigilant mean? Exercising every day, eating right, getting enough sleep, taking on projects that keep me busy and accepting invitations.
Starting point is 00:12:07 So getting out of the house and talking with people. So that all sounds sensible, but... And then taking my medication every day. Okay. Yeah. All good, but I'm wondering, weren't you trying to do all that stuff before? when you were cyclically getting sick? I was not as disciplined about the exercise component,
Starting point is 00:12:30 and I'm lucky to have a really good therapist. I didn't always have a therapist because in some cases I couldn't afford it, or I didn't have the insurance for the medication. So this last one happened to come at a time when I had insurance and enough money saved up that I could take a few months off to go into the hospital. and get my head straight. So the special that you made, right?
Starting point is 00:12:57 We call it a special? Yeah, the great to press. Which is a great, it's a great title by the way. It's a great, no, I'm sorry, I meant to say it's a great show, but the title is also, it's a great title. Yeah, thank you. What's so interesting about it to me
Starting point is 00:13:11 is that it is the only hybrid I know. Like you said at some point that you are excellent at monetizing mental illness. And I think you're the world champion, Like, I can't think of anybody, like, Proust if he had had the movie made or something, but he didn't really get that far. Right. But it's an amazing piece to me because it's very funny, it's very moving. It's a great biography.
Starting point is 00:13:35 It's like a documentary. It's not just a stand-up, but it's also a public service announcement about how to treat mental illness. Yeah. I never started telling anybody about my mood difficulties back then. And I didn't start telling people close to me. until this past year when I started talking about it on stage. I mean, it really is. You go through science and some segments of it are not at all entertaining or funny.
Starting point is 00:14:03 Right. So it hit me hard. I just thought it was a great piece of work, and I want to know how you made it, really. Okay, so I was recovering from my hospitalization in Massachusetts. I was living in Massachusetts. Living at home. With my mom.
Starting point is 00:14:25 In your childhood bedroom. In the childhood bedroom. I would go to this club in Cambridge and Harvard Square called the Comedy Studio. And it served two big things, which was to get me out of the house and around people. And then to eventually, and it wasn't right away, but a few months after I got out of the hospital, I would go there and I would do jokes. and it became clear to me that everybody who was familiar with me would know that something was off
Starting point is 00:14:58 and also that if you didn't know me, you might think that I looked disheveled and I didn't look well. And so I felt that I had to address it, and it was most comfortable for me to address things by being funny with it. And so one of the things I started saying was how, I had been recognized in the psych ward. And I would say, has that ever happened to anybody,
Starting point is 00:15:25 which is kind of an old formula of comedy? But you were recognized in a particularly interesting way. Right? Didn't the guy say, are you a Gary Goldman? Or am I crazy? Yeah. In a psych ward. Yeah.
Starting point is 00:15:39 That actually happened. Yeah, it was so great because it's the lowest you can get, really, in my lifespan, which is to be in pajamas at 6 p.m. and with socks, with treads on the bottom. And yet, part of my relentless ego is like, oh, look at me, getting recognized. Like, he gave me a shot. It gave me a shot of dopamine. And also, it was just funny that he said, am I crazy? And now, when I was in the hospital, I remember But wait, then you would watch with this guy. Oh yeah, the office would come on.
Starting point is 00:16:21 The office is always on, and the office would come on, and I would, I don't know why I said this, but again, my ego, you know, I auditioned for that part, Jim. I auditioned for the role of Jim, and the man said, and he had to have been joking, but it was a perfect joke. He said, did you get it? and of course the response to that always in show businesses i haven't heard back yet they never tell you that you didn't get it you just see the you see the show in syndication but the interesting thing is that in the moment i had to i recognized if i ever get back to doing stand-up if i'm ever able to talk about this these are things that i will say and god-willing people will laugh. And so I had to realize, and it was a quote that I put on my bedroom wall at my mom's
Starting point is 00:17:18 house from Beckett that said, ever tried, ever failed, no matter, try again, fail again, fail better. So fail better became my mantra. I've heard that expression has been co-opted by tech bros and shame on them because it was so, it was so helpful that even when I was bombing on stage, I could feel, no, I'm making progress because I'm talking about this thing in depression and treatment that isn't easy to get laughs off of. So, my manager, who kept in touch with me, Brian Stern. And at no point did he say, when are you going to get back on stage? But when I did start to get back on stage, he said, what if we did a hybrid of a documentary and a special? Had you done a special before?
Starting point is 00:18:08 I had done three specials, and it was actually the previous special that I had done that I felt was, what's a trigger? It was a trigger for this episode of depression. I don't think it was everything, but the fact that I had made a special in like 2014 or 15 that I felt was the best work I could do. What was that special? It was called It's About Time. and it had a joke that since gone viral about abbreviating the states. How are they going to make a 98-minute documentary about a task that couldn't have taken more than six minutes to complete?
Starting point is 00:18:48 Started off they thought it was going to be easy because Alabama lulled them into a false sense of security. They said, Alabama, AL, holy crap, this is easy. We're going to finish before they stopped serving breakfast in the hotel restaurant. And they got back to abbreviate, and they said, what's next? He said, Alaska. Everybody cool with AL? And it had a joke that also was very popular
Starting point is 00:19:13 about me role-playing with my wife, and I'm a professor, but I take it way too seriously. And she's a student who's failing my class. So I'm a professor at a prestigious New England University, and my girlfriend is a senior in my intro to Western Civ. I know. Why is she a senior in the intro? And they couldn't sell it.
Starting point is 00:19:37 A production company paid for the special. Nobody wanted it. And I said, but this was the best I get. And I can't even sell it. And it was much easier to sell specials back then. And it just devastated me and was sort of a part of a number of different things that happened. I lost my dad. And so all these things sort of came together to keep me from getting.
Starting point is 00:20:04 out of the house and getting out of bed a lot of days. So my manager, Brian, said, what if we did a hybrid of a special with a documentary? I just worked with a documentary, his name is Mike Bonfiglio, and Mike had just worked with Judd Apatel in the Avet Brothers movie and a couple of 30s in the Gary Shanling.
Starting point is 00:20:24 The Gary Shanling documentary, and he later did the George Carlin. You like Gary Shanling, I'm guessing, yes. Yeah, right. Yeah, he was one of my heroes. And Richard Lewis, I think, were there. And David Brenner also. Only Jewish comics.
Starting point is 00:20:42 It's okay. It's interesting because I also loved Richard Pryor and George Carlin, but the two that I saw myself in were Gary Schaenland and Richard Lewis. I loved Stephen Wright. Yeah. Yeah. Yeah. But I didn't think I could pull off that style. It was too smart and too hard.
Starting point is 00:21:01 And so. Did you like Lenny Bruce a lot? No, I didn't understand the context. I think Lenny Bruce is all about the context and how brave he was. There were certain Lenny Bruce jokes that I liked, but for the most part, I just think of him as somebody who other comedians were standing on his shoulders prior and Carlin and Richard Lewis types. All right, sorry, I interrupted.
Starting point is 00:21:27 No, that's okay. This is how a conversation works. This is how a conversation works. Yeah, I agree. But I must have at some point read somebody saying that you should write the book you want to read. And I extrapolated that to being the comedian I would want to see. So Emerson in self-reliance said that the specific is universal, which seems impossible. But I have found that the more specific in art is, the more it resonates with me.
Starting point is 00:22:00 What's your mental state before a show? Are you excited? Are you anxious? Yeah, I'm really excited. I'm anxious in the same way that I used to get excited before a basketball practice or a game. I can't wait to go off there and play. Although there were times in basketball where my confidence was so lacking that I was nervous, anxious, afraid. And that's happened in comedy, but that's very rare. Is the anxiety or the loss of confidence in sport you think greater than or less than? Or less than? then performing? Almost identical. It's so interesting. It's almost paralyzing? Yeah, and in sports, it affects your fine motor skills,
Starting point is 00:22:40 so it can really affect your shooting. And in comedy, the audience can sense that the comedian is nervous. And you're a good basketball player, we assume, yes? For somebody who doesn't play basketball, I'm awesome. Oh. If you don't play basketball, you'll think, it's like magic. Like a magician can tell whether a magician is good, but a lay person can't tell. So you would say, like sometimes I'll play with people and I'll make so many shots,
Starting point is 00:23:11 they'll be laughing because they think it's absurd. But if I play with a real basketball player, they're like, slow and can't jump. And if I get too close to him, he'll miss. So since I don't really, I haven't played basketball since I was probably 16. So... Oh, we should definitely play. Yeah, we'll play.
Starting point is 00:23:29 I would love it. Okay. Gary says that over time, he has developed a strategy for when he loses confidence in himself, whether it's in basketball or in comedy. Whenever I'm working on a project, I think of another project where I was ready to throw in the towel and I stuck with it and I was able to finish it. And so, and that goes with this other thing that I've learned that any project, it's a pretty good sign if at some point you feel over your head. Because it means you're stretching your comfort
Starting point is 00:24:01 zone and your, what are you doing now that's stretching for you? The one person show was something that I wrote. I probably finished writing a year ago and now I'm touring it and I did it. I did off Broadway. I did grandiloquent off Broadway, I think 36 shows. And about three weeks into rehearsal, I said to my wife, I've bitten off more than I can chew. And the this opening night is going to be a disaster. I can't memorize all these things that I wrote. But then I thought, oh, well, failing is part of the whole thing, and there's really no artist who's never failed at anything.
Starting point is 00:24:42 And I was able to figure it out and memorize it. It required staying up way past what I am comfortable with. How do you do that, just yourself, or do you have Chaudet run lines with you? Just by myself. I used a lot of the palm. Dora method. Yeah. That's the setting the timer for whatever.
Starting point is 00:25:00 Yeah, and writing it out. And a lot of mnemonics so that there was a story on stage. And then there was this weird story in my head that connected all these things. And there's one line where I say my mother would use Yiddish in the house to heckle me. And so it felt like I was being heckled by my ancestors. And then that went into the next joke. which was about babysitting. So I pictured an ancestor, which is this, when I tell you, my mother's mother was one of the most unattractive people I've ever seen in my life. She looked like madam
Starting point is 00:25:39 from solid gold, like the Wayland Flowers puppet with that long chin and she had a bun in her hair. And so I picture her babysitting, which me, which if you grew up in my house, you knew this woman would never be allowed to babysit. She had babysit my brother Max once. when he was two or three, and he had swallowed an entire bowl of grapes hole, and they had to, like, take him, they had to rush him to the ER, so she was never allowed to babysit. It wasn't a grapefruit. Yeah, I have this, so I have this image of my grandmother, and that relates to the high cost of of babysitting in the 1970s, my mother bringing me everywhere, and then that.
Starting point is 00:26:19 So, yeah, it was interesting to memorize it, so that next time, and there will be a next time when I'm over my head, I will say, yeah, you said the same thing about grandiloquint. You smile so much. Is it strategic? Yes, because it's part of a, it's part of certain punchlines. Right. And it relieves some tension. They say it's also good for you. Yes, but also, I can't tell you.
Starting point is 00:26:48 Jeff Garland asked Bruce Springsteen, what does it feel like when you know, no, Badlands is next in the concert. How does that feel? And I thought that was such a great question. And with most of my jokes, I feel the way Spring Scene must feel when Badlands is next. I'm like, oh, you like that one? Wow. What do you hear it?
Starting point is 00:27:11 This one. Because I really worked this one. That's a great feeling, I would imagine. It's such a great feeling. And so that's where the smile comes from. It's also a great feeling that you get for two seconds that reflects 30 hours of working on your own earlier. 30 hours is, no. I mean, the abbreviating the states joke started when I was six years old and found a book
Starting point is 00:27:32 in which they listed the abbreviations for the states. And because there was no internet, I just memorized it because it was something. Can you still do that joke? Do you still do it? I don't do it any more because comedy, fortunately and unfortunately isn't like music where you want to hear the hits. How long would it take you to get it back if you had to? I could listen to it on a song. subway ride and be able to remember it. Yeah. Yeah. Do you feel your memory is freakish?
Starting point is 00:28:03 Yeah, it's unusual to remember so much from a childhood because I was reading something today where somebody was saying that they couldn't remember their elementary school teachers. And I'm like, I remember the custodians and the nurse and the teacher's aides. Yeah. But because of my depression, I lost a lot of memories. You did. Yeah. Do you want to just quickly to Describe your family that you grew up in? I mean, some of the most unimpressive people, and yet so critical. It astonishes me that people, this average,
Starting point is 00:28:43 could be so critical about every aspect of everyone judgmental. My mother, I brought a girlfriend home one time, and within a minute, the woman made the mistake of being far enough away from my, mother where she couldn't hear what my mother said. My mother said, oh, so homely. And it just... Was your mother pretty? No.
Starting point is 00:29:08 There are pictures of every old lady where they were young and their wedding pictures. She was a beautiful bride. But she had no right to be denigrating anybody's appearance. And it's just such a tacky, gross thing to be as somebody who comments about people's things. physicalities. And anytime somebody came on TV with bad teeth, which is half the people who want to be interviewed for the nightly news, my mother would say, ugh, get your teeth fixed. And or sometimes she would go like that when somebody would come on. Like she did the most critical. And then my brother's big thing was to criticize me, everything about me under the auspices of, well, we don't want you to get a big head. But it was just, it was diminishing and belittling. And
Starting point is 00:29:57 And it just, it got to the point where I, and I could never put it into words until this sentence that came to me one day. And it's so simple. I don't like how I feel about myself when I'm around these people. So did you cut your family off? How'd you deal with it? I cut them off from time to time or my mother didn't speak to me after the book came out. She didn't speak to me for six months.
Starting point is 00:30:21 Yeah, she doesn't come off so well. Well, the thing is, she didn't mind that anything really. really in the book, except that I had told these stories of her stealing hallmark cards in the in the 1970s from the greeting card store she worked in, and she was just devastated by that. I didn't do it for any kind of revenge. I just thought it was really funny that we had a lot of things in our house between my mother and her twin brother, who was a burglar, that we had, we were poor people. We were on food stamps and free lunch and welfare and public consistence, and yet one time we had a pinball machine in our house. Had a gumball machine from a
Starting point is 00:31:07 grocery store in my bedroom, and nothing we had in our house that cost more than $100 had our seat. You're well now. Yeah. And that's awesome. And I'm just wondering if when you're working now, if you think about being not well one day, and if anything you're doing in your work may kind of lead you to that by the specificity, because you're just bearing, to me, it feels like you're really bearing your soul. But because you're funny, it's delicious.
Starting point is 00:31:46 It's not painful, but it's very, very specific. So I feel like you've x-rayed yourself from every direction and put it out there. And I just wonder how you feel about, living with those specificities down the road, perhaps? It's an interesting question. One thing, and I think this maybe is just a corollary to this, is that part of the reason I am so vigilant about staying well
Starting point is 00:32:11 is that I am concerned that I will let certain people down who, there are so many people who will tell me how the Great Depression resonated, how, I mean, one of the best things that I can hear is that, they were able to watch it with a family member and the family member was able to understand better what it's like. Because that was always the most frustrating part of life in general, but specifically depression, was being able to describe what was going on inside you. And the fact that this special was able to allow people to share how they were feeling, that was a great compliment to me. So I feel there is something above just feeling,
Starting point is 00:32:56 feeling well for myself tied up in me being vigilant about failing well, that I don't want to, that I don't want people to feel like, oh, what hope was there for me? Gary was my, I mean, do you feel like you've become a standard bearer, not just for comedians talking about their own mental health, but like for all humans who, no, but for comedians, I, I guess. I just, it was always a fantasy of mine that my, my, my, my, my, suffering, I would be able to make people feel a little bit better in the way that I had. But isn't that a little weird to use your suffering to make other people feel better? Well, I guess what I'm saying is that when, for instance, quarterback Terry Bradshaw and Bruce Springsteen,
Starting point is 00:33:44 these men's men came out and said, we are suffering, we've been depressed. Somebody said to Terry Bradshaw, but you're Terry Bradshaw. And I'm sure I, I, probably would have said, but wait, you're Bruce Springsteen. And so I figured out that I was, in a way, a similar voice to certain people that they would say, well, I thought I would be happy because I was a comedian and I was successful, but it wasn't like that. And I thought, oh, I just haven't gotten successful enough. And then you hear Bruce Springsteen and Michael Phelps, for instance, and you realize, oh, it has nothing to do with achievement, this is chemical, and it lets you off the hook, which I think is such a
Starting point is 00:34:31 great, a great service that comedians can provide. But it works the other way, too, I always think, because they let you off the hook also for being racist and sexist and homophobic. So you've got to be careful, I think. You have some show and tell, it looks like. You brought, what you bring? Yes. But before I go to show and tell, for the people watching who are obsessive, compulsive, I want to fill in the last piece of how the special got made, which was in the meeting where I met Mike Bonfiglio. And he said, do you mind if I ask my friend Judd if he would like to work on this? And it was Judd Apatow, of course, and I said, yes.
Starting point is 00:35:09 Yes, yes, you may. It's a hard decision. Right. And then I did an audition where I did the whole show and a couple days later. But I will say one interesting thing was that I had to be very, careful because I knew a rejection could throw me off track. And I remember my wife in the interim between me auditioning and them saying, yes, my wife said, this is really unfair because I am going to have to live with their decision. But I had said, I will be disappointed. I will keep touring the
Starting point is 00:35:48 show. And if it doesn't wind up on HBO, I'm fine with that. And of course, then it happened so I never had to really live with it, but that's the, that's how it came to be. And then we shot it in June. It aired in October. Where'd you shoot it? Changed everything in Brooklyn at a place called roulette. Yeah. And it changed everything, meaning what? Meaning I've had, I was able to write a book based on people who watch that. And then I've had great success in touring my act since then. So the three hours that I've written And since then, I've been able to tour every year or two. Is any part of you think that, oh, if only I'd been well the whole time, that I could have
Starting point is 00:36:33 elevated myself or advanced in an even different way? Sometimes, but only because I sometimes tell myself, man, it's a good thing you went crazy. Because you would have run out of material otherwise? Well. I mean, it's good material. It's really good material. And also, just doing really good observation. The observational jokes didn't really bring me the following that I have now.
Starting point is 00:36:59 So you're saying you became known as the depressed comic, but now grown beyond it to some degree. Yeah. Although many people, I'm sure, still know you for that. Yeah, but there were people before that who just knew me as an observational. I knew you as the two-letter state post office abbreviating that. Yeah, that was my born-to-run. Yeah, it was your born-to-run. I'm so glad you're back.
Starting point is 00:37:25 Me too. I'm so glad you're back. This episode of Better in Person is presented by ChatGPT. ChatGPT work moves beyond answers into getting real work done. It's a new experience in ChatGPT for bigger multi-step projects across web, mobile, and desktop. You can give ChatGPT work a goal and have it gather context, choose an approach, create the output, and continue iterating all while you stay in control. It can help turn messy inputs into useful outputs like briefs, spreadsheets, dashboards, presentations, prototypes, landing pages, and workflows.
Starting point is 00:38:05 You can even ask ChatGPT work to take on entire workflows with a single request. Here's an example. It can turn customer research into a campaign brief, use that brief to create marketing assets, and adapt those assets for different markets, carrying context through every step. Put ChatGPT to work on your most ambitious ideas and projects. Download the new ChatGPT desktop. app today. On any day that it's above 40 degrees Fahrenheit in New York City,
Starting point is 00:38:39 Gary Gullman plays basketball outdoors to help maintain his mental health. One day, when it was maybe 43 degrees, I tagged along. He was shooting baskets on a court up in central Harlem. There was no one else around. Nice. All right, I want to ask, do you mind if I ask you questions while you shoot? No. All right, here's what I want.
Starting point is 00:38:59 Before every shot, I simply. want you to tell me one thing that you love about basketball. Okay. Larry Byrd. Boston Celtics. Nice. What about for you? What does it do for you?
Starting point is 00:39:14 Oh, basketball is good for the heart. Yeah. Basketball is an anti-anxiety. Gary Goldman! So you were very good at basketball when you were a kid. Yeah. But you ended up playing not college basketball, college football, what happened with you and basketball in there?
Starting point is 00:39:38 Well, I would say part of it was I didn't believe in myself, and I didn't value the enjoyment of it. I wanted to get a scholarship, and I didn't value how much fun I had and how much I looked forward to it. And at the time, they were giving literally 10 times the number of football scholarships than basketball scholarships, bigger teams, bigger teams because they had 100 players at the time. I had the intersection of a bad coach.
Starting point is 00:40:09 In my book, I refer to him as Ron Bitter. He was a very short man who didn't teach us anything about basketball. He was just, he took everything he had learned about Bob Knight, except these skills and technique. Chair throwing. The cruelty, the chair throwing, the swearing. And I was discouraged. And when some football coaches showed me the type of enthusiasm that I deserved in basketball,
Starting point is 00:40:39 I immediately was hooked on that type of feeling. And ultimately, they were able to get me a four-year scholarship to college. So it worked out in some ways, but I think I would have been happier had I reached my potential in basketball. But I will tell you that what I've decided to do is apply that type of love to my kind of love to my comedy and my writing, and that's been very satisfying. I'm happy for you that basketball is, again, a fun part of your life. Yes. But I also think it's a good lesson for anybody watching.
Starting point is 00:41:12 Like, the thing that you love, you got to remember to keep the love in it, or it turns into a different thing. No, I know. I know. It's just, and I feel so, so grateful that I was able to rediscover it. Actually, after I started to feel better from my depression. Yeah. Was it a big part of your getting better?
Starting point is 00:41:34 Yes, absolutely, because I always used to take for granted that there were so many aspects of basketball that were antidepressants. I think the thing that people get put off by is when they're not immediately good at it, or if they're not as good as they used to be when they were younger. That was part of it. I had to come to terms with the fact that I would never dunk again and that I would be shown up by much younger people frequently. But that's also a great lesson, which is to curb your ego.
Starting point is 00:42:07 I've been asking my guests on Better in Person to bring some show and tell. The architect Bjarka Ingalls brought some synthetic moon dust. As you'll hear later in the season, the rocker and writer, Warren Zanes, brought in a piece of Beatles memorabilia with a heartbreaking story attached to it. So what did Gary Gullman bring? A big notebook with stickers on the cover and every page. absolutely crammed with joke ideas and much more. All right, so this is my most recent notebook. And the first thing is I make a collage.
Starting point is 00:42:40 Yes, you do. Of the stickers and photographs. This is my favorite actor, comedian, Chris Elliott. Oh, yeah. The back is a lot of set lists and transcription. Can I see a set list? Yeah, so here's a set list. Yeah, just walk us through that.
Starting point is 00:42:54 August 27th. Gen X wave traffic. The Gen X is the last generation that will wave to you. for letting them into traffic. Microwave popcorn button was a diversion from the microwave company's inability to get it to make toast. And the same thing happened to aliens
Starting point is 00:43:17 where they were able to make the UFO, but they couldn't figure out how to manage the last 10 feet, so they put out a ramp. And so that's the interesting thing that I love about comedy is a lot of it It's just trying to make connections between things that aren't connected. And so that's very fun. The toast failing seems large to me now.
Starting point is 00:43:40 Shouldn't it have been like, yeah, of course it can make toast. And it cannot. It can make a turkey in 11 minutes. And it can't make toast. And then, but then it also has a diversion, not a diversion, a digression. Yeah. Where the toast people are frantic over the microwave ovens prospect. for toastmaking and pushing them out of business.
Starting point is 00:44:03 But then the man who runs the toast, and the problem with this joke is it feels too much like the abbreviating the States, but the man who runs the toast consortium says, we'll always have bathtub suicides. Like that's, and to me, that's the, that's the bottom line of capitalism. That's the way they think.
Starting point is 00:44:30 I don't know. We'll always have bad stuff suicides. Yeah. Do you remember writing that line? I remember thinking of it on stage. Oh, yeah. Yeah. So then I wrote it down afterwards.
Starting point is 00:44:50 Did it work the first time? It got such a reaction. It got such a reaction. It was similar to what happened in here with people like, oh! Because it's really, especially for a depressive to talk about, to talk about bathtub suicides. Also, I could imagine you trying to have toast in the bath somehow.
Starting point is 00:45:08 Right, but then I also followed up with, because this is where the real writing comes in. So you have that line where he says, he says, well, I always have bathtub suicides. But then I thought of something that he says after that, you want to frighten me, tell me they've outlawed deadhead jobs and loveless marriages. Then I'll start panicking.
Starting point is 00:45:30 Because as long as there's despair, we will sell toasters. The man was a psychopath, really. I'm so glad you came by. It's great to see you, and I'm so glad that you're doing well. See each other and spend this time together. Thank you. And I really think you're an inspiration to a lot of people. So well done, man.
Starting point is 00:45:52 Oh, that's so nice to hear. Thank you. All right, yeah. Thank you. Gary Goldman. I hope you enjoyed this audio edition of Better in Person with Gary Gullman. But remember, this is a video show, and you can watch this episode on the Freakonomics YouTube channel or on Apple Podcasts. Let us know what you think. Our email is better in person
Starting point is 00:46:17 at Freakonomics.com, or you can also write to us at Radio at Freakonomics.com. We will be back soon right here with more Freakonomics Radio. Until then, take care of yourself. And if you can, someone else, too. to have somebody, have somebody, link roll you. Oh my gosh. What a life. Thanks again to ChatGPT for sponsoring today's episode of Better in-person. ChatGPT can help teams move from goals to real outcomes. Put ChatGPT to work on your most ambitious ideas and projects.
Starting point is 00:47:02 Download the new ChatGPT desktop app today.

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