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Jonathan Goldstein on Wild Card

44m 58s

Jonathan Goldstein on Wild Card

Jonathan Goldstein, host of the podcast *Heavyweight*, shares a deeply personal and introspective conversation on *Wild Card* about life, death, and human connection. He recounts his childhood in Montreal, the early rejection from a creative writing program, and a persistent fascination with existential questions, especially around mortality. Through his work, he helps listeners confront long-buried regrets, such as a former heroin addict seeking a family heirloom gun, revealing that emotional closure often emerges not from the object itself, but from the vulnerable conversation it enables. Goldstein emphasizes that people can and do change over time, even in later life, as seen in a 102-year-old woman who rekindles a love with a long-dead fiancé and finds emotional renewal. He reflects on how simple moments—like a laugh or a stranger asking "Are you okay?"—can signal safety and connection. His journey underscores the idea that embracing uncertainty, vulnerability, and mortality is not only possible but essential to living fully. The episode also highlights a poignant real-life story of illustrator Patre Mathers and her husband mailing farewell letters to loved ones in 2024, prompting a deeper discussion about grief, legacy, and how such actions shape relationships. Goldstein’s message is one of hope: even in the face of loss, change, and fear, humans remain capable of profound emotional growth and connection.

Transcription

7265 Words, 37446 Characters

English
[music] Pushkin. Hello, everyone. Hello. Hi. Hello. Hi. Here we all are in the studio. Yes, indeed. And today we've got something a little different. Ooh, but Kayleigh, I don't like different things. Well, Jonathan, you might just have to give it a chance because sometimes trying new things can be scary, but. Rewarding. Yeah. Okay. Well, here comes the Chuchu train of listening. What do we got here? Recently, you're a guest on a show called Wild Card. Do you remember that? Of course I remember. How can I forget? I was interviewed by Rachel Martin. How did it feel, Jonathan, to be in the guest seat? It felt I didn't like it. It was a tremendous loss of control. I have to say, it was like a spider had become the fly or something. But, you know, here's the incredible. This is nuts. It doesn't even make sense to me. I'm just looking at their past episodes, okay, of Wild Card. You know who was on two weeks ago? Who? Someone that's so famous, they're known by one name. Cher. Adele. It wasn't Chera or Adele. Someone else. Actually, dare I say maybe someone more famous? Obama. I'm going to say, as famous as Obama, maybe more famous. What? All right, I'll just tell you, Oprah. She interviewed Oprah. Last week, she interviewed Melinda Gates. She's got more money than you. Oprah has more money than me. Let's see who else has more money than me. I would say almost every guest is probably richer than you. You know, honestly, so I'm on her website right now on the Wild Card website and I'm scrolling and I'm like, I'm looking like Melinda Gates, Oprah Winfrey. Harrison Ford. I mean, crazy. And then I saw my name and I got nervous. I thought, like, that's a mistake. Do you think that someone fell through that week? Well, it's funny. Okay. So I did ask her that. Like, why am I on the show, basically? And I thought, you know, the answer would be something like, oh, what are you talking about? Like, of course you, you know, but she was honest. She was like, well, you know how it is. Like, sometimes you do like a biggie and then sometimes you just do a small one or something like that. I don't know. I think she was more complimenter than that. I don't know if she called me a small one. It sounds like she just wanted to talk to you. Yeah. Which is really nice. It is. Who wouldn't? Thank you. That is very nice. You know, me and Stevie usually are in on like the, you know, we're producing the conversations you have. This is one that we got to come to Justice listeners. We just heard the edited version at the end and I really enjoyed it. I felt like it covered a lot of territory beyond just the typical. Like, how did you come up with the show? Like, I felt like you guys kind of went deep in a really interesting way. I got an interesting text from my mother-in-law after she had listened to it. She said that she had never had anybody express something about life and death that she had always felt. Whoa. Yeah. That's whole. Yeah. And after I got the text, I told my wife, I said, Emily, you married your mother. Congratulations. Yeah. So we're going to listen to that episode. I think listeners will really enjoy it. Yeah, we did. And if you don't, we'll send you a check returning your full purchase price. If you don't try the Oprah episode, you know, maybe like that more. But first, a word from our sponsors. This is an I Heart podcast. Guaranteed Human. In February of 2024, celebrated illustrator and children's book author Patre Mathers and her husband, Michael, mailed letters to dozens of friends and family members to let them know they had died by suicide. Dear Hunnies, this is goodbye. By the time you get this letter, both Petra and I will be dead. Next stop Wonderland. Why did they do it? And what did it do to the people they left behind? Listen to the death of an artist wherever you get your podcasts. Just a heads up, this episode does have some strong language. Do you think people can really change? Oh, yes. I mean, I have to believe that. I mean, even if I don't believe it, I have to believe that. And I think that's the struggle. It's like the paradox. I mean, like, we are who we are. But I think as long as we're alive, we're able to change. I'm Rachel Martin, and this is Wild Card, the show where cards control the conversation. Each week, my guest answers questions about their life. Questions pulled from a deck of cards. They're allowed to skip one question and to flip one back on me. My guest this week is Jonathan Goldstein. I was writing and no one was buying what I was selling. I just couldn't get anywhere. And I just kept doing it because I felt compelled to do it like a spider spinning a web. Jonathan Goldstein believes in closure, which is what is massively popular podcast heavyweight is all about. Helping people move on from some kind of unfinished business in their lives. Maybe that's helping someone make amends or to say thank you to a stranger. Or to help a person turn a page on a traumatic experience. And yes, the word heavy is in the title, but it doesn't feel that way. In large part because Jonathan is very funny. And he's also got this lightness about him. He's the kind of guide who makes it clear no matter what happens around the next bend. He'll be there rooting you on. I am so very happy to welcome Jonathan Goldstein to Wild Card. Hi. Thank you so much. It would have taken me about 10 tries to get that and so much editing. I don't believe you. But it's true. It's true. It's true. Mm-hmm. I'm going to hold up three cards. You pick randomly one, two or three. Okay. First three cards. First three cards. Now one is on my left. I tend to think of one being this on my right. Oh, yeah. Okay. That's my left. Okay. I'm trying to make this as confusing as possible for myself. Perfect. Because I'm hoping, I guess my subconscious wish is that you're just going to say, you know what? Forget it. We're going to do a review on this week. Okay. Sorry. It doesn't matter. You know what? I get the impression as a child magician that you're trying to force the number two card. It's a little bit more. Oh, interesting. Yeah. Okay. Now you're forcing the one and the two. I just want to please you. I'll take the number two. I'm not pushing. I promise. Although I do like this question. Okay. Look what happened there. Okay. What's an ordinary place that feels extraordinary to you because of what happened there? Okay. You see, it's very difficult for me to talk about places because I'm not very place aware. Oh. I live so much of my life up in my head. For many years, I thought of it as like internal and then like through therapy, I've begun to see it as disassociative possibly. I will say broadly movie theaters. I are kind of like, I think Pauline Kale called them like her church and I think that's a little bit the way that I feel about movie theaters. Yeah. And there's one particular, I live in Minnesota, Minneapolis and there's an old mid-century theater that used to be walking distance from my house and I would just go see anything that was playing there and always sit way, way, way back in the back row because I like to take it all in by myself. I like going there with people, but if I had my brothers, it was by myself and that just felt like my place in the dark looking up at this big screen, feeling like a baby being held by somebody, maybe that's a part of it, I don't know. What was the extraordinary part of that experience? I think this particular theater, because it's mid-century, I had the experience last Christmas of going to see it's a wonderful life there and I found it to be a very emotional experience. It's just, I mean, it's just a room, but I don't know, all of this stuff sounds very corny. I mean, my father used to watch these black and white movies and refer to it as like a time machine and it is kind of like that. There is this feeling of the past kind of erasing and you're kind of existing in all times at once. Beyond that, it's probably just pretty banal. It just, yeah, there's just something extraordinary about, in this day and age, being able to kind of like turn your phone off and shut out the world for a couple of hours. I mean, thank God. Hold on. There's one sound on here I need to make sure it goes away. Is it my voice? You figured out the one thing that's dragging down this podcast? Okay. cards. I'll take one this time. Were you intimidated or excited about leaving your parents house? Leaving my parents house, I have to say, and you know, and this is kind of like you just don't know what you don't know back then, but I was nothing but excited. I didn't enjoy my childhood very much and the idea of being able to make my own rules was very exciting. And I remember when I, now I harken back to it now that I got a kid, I think about how sad my mother was, how she was sitting on the edge of my bed and yelling at me for what she called dismantling my room for the stuff that I was taking. You know, like I, and all I was taking was these milk crates. I didn't even have like a bookshelf. It was just like I kept my books and stuff in milk crates and she was like very upset that I was taking them. And I remember I wore cowboy boots, which were a very impractical thing to wear in the summer when you're moving boxes, but there was something about it that felt very romantic. I had these cowboy boots that I only wore like once a year, and it felt like that was an occasion for the cowboy boots, even though they were slippery. Where were you going to? Where were you moving from and to? So I was living in Montreal. That's where I grew up. And I was moving to a very cheap part of town called Pointing Charles. Yeah, it was probably no more than like a half an hour car drive. Yeah, but it can be a whole world away. Yeah, it felt great. There was a five dollar liter of apple wine that they sold at the corner store and there was all these like dollar 99 breakfast places. Wow. It was like 1934. It was yeah, this is back in the 30s. Yeah, I could listen to all the jazz music I wanted. Yeah, no, I don't know. It was just yeah, it was just the feeling of being free. It really, yeah, it felt, it felt free. Yeah. Last one in this round. One, two, or three? I guess three. Oh, I feel like I'm putting all these place questions to you. What details do you remember about your childhood bedroom? The milk crates the wall-to-wall posters of David Bowie. Nice. Very big David Bowie fan. To this day, my father will call me up on the phone if David Bowie's on TV and he'll say, oh, your buddy's on TV. He just didn't get it. That he knows that you like him. And he's like trying to connect with you. Yeah. Yeah, just a lot of like pictures taken out of magazines and newspapers. And it must still be the same way for kids. But it was like your whole personality was split across your bedroom walls. Like if it wasn't on your bedroom wall, then you weren't in the world properly. You know, you had to lead with all of these things on your wall. I had this little card table that with an electric typewriter that I wrote on, what were you writing at the time? Oh, such junk. I remember when I applied into the creative writing program at the university in Montreal, Concordia, it was such high hopes. Because from a very young age, I was always writing and making plays and making radio plays and forcing my friends into performing in them. And I applied, put together what I thought was my best work. And I applied to this creative writing program. And the guy, the professor running the program, rejected me and I couldn't understand why and I made a meeting with him. And he said that someone that wrote the way that I did needed a therapist more than they needed a creative writing program, which was probably true, but was still like a very heavy thing to hear at like 18, you know, not helpful guidance. But it was all like nuts. I mean, like young men are at least me and my friends. I mean, we were just nuts. We were just really pushing boundaries and, you know, loved Hunter S. Thompson and Jack Kerawak. I mean, there's nothing, no offense, but there's nothing extraordinary about that. That's that doesn't signal depression. That's just being an angstrom. No, I was just depressed on top of that. Oh, yeah, that was a, that was just a whole other side project. Truly. Yeah, in various dark places, you know, very caught up in like, what's it all about? I had like during my teen years, like a foray into becoming religious and then kind of losing my faith and feeling that that brought on a really heavy depression. Oh, that'll do. I wanted to believe and I just couldn't figure my way into it. And yeah, just like very, from a very young age is very caught up in the big questions, I guess, and not that that's necessarily a formula for depression. But for me, I don't know. There was something very dire and desperate about it. I remember asking my father, like, like at a very, very young age, like where God came from. And that feeling, like a very basic question, because God was a given, but like, okay, so then where does God come from? And I remember him telling me that I should look it up and I had these child's encyclopedia set and looking up. What did you look at? Under G. Yeah, like God. And like, I thought, oh, well, I'm going to get to the bottom of this in two seconds. Obviously everybody was going to be here. Right. And it wasn't. I remember like looking at the Bible and thinking, like, oh, it must be before Genesis, like before, but you know, there's like no preface. There's no, you know, there's nothing there. It just starts with the big bang. And that's it. But I don't know. It was probably also more banal, like I probably couldn't meet any girls, you know. Yeah. That's a big existential stew of things. Yeah. Yeah. Very profound. Very. Yeah. Well, show up and how we're asked. Is that a word? Sure. It is now. Yeah. Yeah. But I think dealing with that, the uncertainty of life at that age. But I couldn't. Yeah. But I know, you know, it's still something that I struggle with. I mean, I just want to really let go and and give myself over to life. But I don't know. There's always just been this feeling of like if you're not totally invested in it, it'll make death easier. You know, like if you live your life as though like you're kind of, you know, here's life in his death and they kind of are side by side adjacent to one another on a shelf, it'll be more of a lateral move. Good night, folks. It's not too, it's not too late to like run the rerun. I'm trying to understand it. It means putting as much effort into the thinking about death as the thinking about life and they are equal experiences. And so then it's a lateral move. Yeah. If you're sort of like braced for death from a young age, you know, if you don't fully, you know, throw yourself into the whole life thing, then when the carpet is yanked out from under you, you're going to be braced for your fall. No, I get it. I like do this in my own mind. I am the worst case scenario person. It is how I live my life is to prepare for the worst things. And so I I practice not being around anymore. It's dark, but and you don't want to model that for you. I have to do them. I don't think that's a great way to live, but it actually doesn't bring me down. I don't get bummed about it. Oh, that's wonderful. I just go there for a little bit. I try it on and then I come back. And I'm like, everyone was okay. Everyone, when I was gone in my imaginary death, everyone grieved and then they lived beautiful lives and and then it was fine. You're thinking about your own absence. Yeah. From the perspective of those you love. Yeah, I guess. That's that's that's the mark of a superior human being. That's not how I was thinking about it. I was thinking more fuck all of y'all. No, no, no, I'm just kidding. In February of 2024, celebrated illustrator and children's book author Patre Mathers and her husband Michael mailed letters to dozens of friends and family members to let them know they had died by suicide. Dear honeys, this is goodbye. By the time you get the shalliter both petr and I will be dead. Why did they do it? Let's talk about your show for a few minutes because it is a wonderful thing. It is a wonderful thing that you have made. Thank you. Have you wait? Been nine years Over nine years. Yeah, yeah, we're doing our ninth season. Yeah, there was a little break the show was canceled was yeah at the end of 2023 and then it found new life and and it's as a listener I think this is a wonderful thing. I'm sure when it was canceled you were like maybe maybe I'm going to do something else lean into my writing and yeah, but but you were given this other shot. What do you love about making this show? Well, the simplest is that I like having a job. I found out when the show was canceled that I wasn't very good at not having a job. I had been kind of on various deadlines like before this I had a show in Canada on the CBC for 11 years. It had been just kind of like 20 years of deadlines. This is wiretap, right? Wiretap. Yeah, that's right. I found not having a job difficult and being back at it has given me a renewed appreciation, but I love I think I love it is a way for me to feel things and like live interact with people and life in a way that for me is preferred I guess. There's a certain kind of safety about being alone in the attic studio a lot of the time and thinking things through in a way that I can't in real time. I don't feel like I'm great in real time. We should just take a second and explain to people who haven't heard the show. I mean, I nodded to it a little bit in the intro, but you really are getting into very intimate parts of people's lives. You're helping them through specific regrets and longing and helping them find closure. Like someone who's you know did something to someone wronged them 20, 30 years ago more. You literally go find that person for them and and help them sometimes come confront them and have a one-on-one exchange. Sometimes you don't find the person, but somehow through the journey they've been able to understand their life in a more intimate way. It's very emotionally intense work. I mean, you say you do this work in part just to to feel things. It's a lot of feelings, Jonathan. It's a lot of of living that you are you're navigating through other people's experience. Yeah, yeah. There's definitely like you say closure. I think like that is yeah, that is always kind of like the imaginary finish line. I don't think most of the episodes get there, but it is true what you also say about the the process of getting there. And sometimes it's the thing that people are searching for is somewhat of a mcguffin. Like there was one episode called Scott where this former heroin addict had sold all of like many prized possessions that belonged to his father among which was this gun that his grandfather, his father's father had taken off a Nazi in World War Two and he had sold this this this gun to a pawn shop to buy drugs and he wanted to get the gun back and he felt like he owed to his father and spoiler alert, he gets the gun after I mean I didn't think we were ever going to find this gun again. It might have taken a couple of years. We finally got it. He gives it to his dad and his dad's like thank you, you know, and it's just sort of like Jesus Christ. Like that's not going to make a very satisfying now. It is the closure that we thought we wanted, but then it turns out that the conversation he ends up having with his father. The gun is merely a pass key that allows us into this emotional space where his dad is able to talk about his feelings about his dad and that gun which he never liked and he had mixed feelings about his own father and it ends up getting to this point where the dad's able to say to him like I don't really give a shit about the gun. I was afraid of losing you and I'm so glad to have you back and I don't care about getting the gun back, but I got you back and it's sort of like we spent two years searching for the gun just to get us to this other place. So it's sort of like sometimes like if things wrap up too neatly and too quickly, it's not good. There needs to be that struggle in order to get to really get some place and to get some place emotionally and internal and it's hard to dramatize that. Sometimes you just need the gun, you need that, McGuffin. I really love interactions with strangers, they make me very happy, they give me life, they make me feel connected and alive and I think you might love strangers even more than I do because it's your whole thing is like a random person will come into your inbox and all of a sudden you I imagine you fall in love a little bit with with them and their plight or their struggle. Yeah, it's complicated. When you said that about like loving to talk to strangers, I don't even know if this is really if this makes sense, but it occurred to me this morning I was on a run and I saw these two kids. There was something very sweet about the two of them. They were wandering, you know, wandering. I was kind of like on a running path and they were just taking a leisurely stroll and they were coming towards me and they had such open faces. They looked like they were wearing pajama bottoms, maybe that's just what kids do. They had the affect of like feeling like they just rolled out of bed and maybe they were in love and we're just happy to be spending the morning together and or maybe they were on ecstasy. I don't know, but they just their faces just seemed so open and I felt like stopping and telling them that that's a wonderful thing to see and then I also thought about how like if I was their age that would be like. So creepy. Yeah, and it made me also it makes me aware of just like how like clenched my my face is like I'm just waiting to get punched in the face and like I'm just all like you know and it's my natural like at this age. I mean this is what my face has become and I realize that a part of my fear is going through life with my face open like those two kids for fear that a weirdo like me is going to come up to them. And so I kind of keep I've kind of like after 50 odd years my face has just become this. And don't talk to me. Yeah, and like what am I afraid what would be the worst case scenario if I did walk through the through the world with an open face and meeting people's gaze and not afraid of of of having people approach me strangers approach me. What would be the worst case scenario? But you've developed a way you've made a whole job for yourself where you get to meet strangers under you're in 50 in a way like in in in with parameters in the context. Round two insights. Okay, and I haven't even skipped or flipped. No, you haven't skipped or flipped, but you're not judged either way. I mean I don't know what's in there. You know there might be something that's so embarrassing. So that's why I've been saving them. Yeah, save it. We've moved from the yellow cards to the blue cards. So I believe so I I can only imagine that this is getting more filled more intense. Okay, one two three one. What's a sound that instantly puts you at ease? That's a person who lives in sound. I think a laugh maybe anyone in particular or all of them all the laughing. And this is coming from someone who does not unfortunately for me like have an easy laugh being in the business that I am in. It would be a nice signal to somebody of like hey, I'm enjoying you. But I think yeah, all kinds of different laughs. It lets me feel like the person isn't taking me too seriously. I feel dangerous when I'm being taken too seriously. You feel dangerous or the situation just dangerous. I kind of feel like I shouldn't be taken too seriously and I feel like my old friends don't take me that seriously. Like my friend Jackie who opens the show, who I phone, who has a very endearing distinct kind of insane laugh. I like hearing it. It makes me feel like it makes me feel free to say all kinds of really dumb things. Because I feel like I'm not hurting anybody when I hear the laugh. It's a signal that I'm not hurting anybody. And I think that's a biggie. I have a friend who told me a while ago. He's like is this stupid? I go through life just always being afraid that I'm going to get yelled at. And I was like no, I think I relate to that. You're afraid that you're going to hurt somebody, get yelled at. Or yeah, you just want to be, you just want to feel like you're not you're not messing anything up. And I don't know. Yeah, laugh is like a really nice thing. One, two or three. Three. How much do you rely on the validation of others? I think in some ways not a lot because, you know, harkening back to that story about trying to get into a writers program when I was 18, for a very long time, I mean, I was writing and no one was buying what I was selling like, and I was getting rejections, and I'm not talking like big magazines, but like, zines and chapbooks and no one would, I couldn't, I just couldn't get anywhere. Like I, and in that sense, I think I was kind of like free of needing any validation. And maybe that's just the cockiness of youth or not knowing any better, but I think I still have that. I think I would still be doing what I'm doing regardless of whether anyone liked it. That being said, I do like to know what people are thinking. I think laughter, you know, getting a laugh or something is a form of validation. And I like that. It sounds like just the right, healthy amount of caring, not that you need me to validate your sense of whether validation is important. I can't believe I'm doing something healthy. In February of 2024, celebrated illustrator and children's book author, Patre Mathers and her husband Michael, mailed letters to dozens of friends and family members to let them know they had died by suicide. Next stop, Wonderland. Why did they do it? We're moving to round three. Beliefs. All right. Oh, the red card. Red cards. One, two or three. I'll take one. Do you believe in ghosts? I don't not believe in them. I don't know that I've ever seen one or experienced one, but I believe in the idea of them. We moved in a couple years ago into this turn of the century Victorian that I catch all kinds of weird smells and that I feel are kind of like ghostly remnants of people that lived here that died here probably. Do sensations like that? Are they pleasant to you? Is that something you enjoy thinking about or is it disconcerting? Or neutral? Neutral. Neutral, probably. Yeah. Like I'll smell cigarettes all in a sudden. I'll be like, that's so weird. There must have been a, there's something about the weather that's bringing out the smell. But it, you know, of some long dead smoker who lived here. It feels like you're just kind of passing through, that maybe one day you'll just be a faint smell. I think it's probably more towards the positive if I had to, if I had to choose. That's right. The feeling. Yeah. I mean, you know, if I saw someone crab walking on the ceiling, less so, but just something subtle. It depends on the angle of the face, right? Right, right. Like a kind of spectral sort of, you know, zero mastell maybe. One of the first long text exchanges I had with my wife was about ghosts. She had finished reading a book about ghosts and I thought, wow, this is a real kooky chick. Tell me more. I mean, not, not you tell me more, but you were like, tell me more. I'm into this kooky lady. Oh, yeah. I was like, yeah, bring it on. Yeah. Yeah. Three more cards. One, two or three. Two. Have you made peace with mortality? Some days I feel like, yeah, take me. This is a good day to die and I feel like one of these stoic guys in a spaghetti western. And then other days, no. I guess it really, it's crazy to think that something like that would be so mood dependent. Is that possible? Right. It's so final. Sometimes it just feels okay and sometimes it just doesn't, sometimes it just doesn't make sense. And then other times it just feels like, well, we all got to go sometime. That's one of the things I liked about drinking. Was that feeling of like, of getting philosophical about that? Like, I was someone, I'm not a great flyer and that was when I relied the most on, you know, I would travel with the little bottles of booze in my pockets. So it just feeling them there gave me a sense of security. And sometimes during turbulence, I'd pop one of those or two of those and it just felt kind of like, yeah, you know, we all got to go sometime. Yeah. I think that planes often summon internal conversations about living and dying. I mean, for me, for sure, too, as well. But in sometimes it's like, sorry, go ahead. No, no, you say. No, no, I was just going to ask you, like, it's that sometimes not a bad feeling. It's sort of like you feel like crying sometimes when you watch sentimental movies on a flight. Oh, yeah. And the planes are my favorite place to cry. Yeah. It feels like safe. There's like strangers around and I find comforting. One of them might say something to me and I might be open to that or I might not. I don't know. I like the idea that it could happen. What did they say to you? Oh, just the possibility that they could say, are you okay? And then that, look, it makes me emotional thinking about it. That breaks me when you're in a vulnerable place and a stranger extends themself at all. It makes me feel good. But now I pivoted this to myself and I didn't want to. No, no, no, no, not at all. What do you say? What do you say if someone asks you? Are you okay? Do you say not at all? Or do you say yes? Oh, I'm thinking of one circumstance in particular. And I said, no. And I didn't want to talk about, I didn't want to say anymore, but I really appreciated that they asked. Did you tell them that? No, but I said no, but it's okay. And that was it. And I think, am I trying too hard to sew this together? But I do think there's something about being suspended in air, in a situation where you could die because planes don't make sense and those being more truthful spaces. Because what the hell do you have to lose? So I get the plane thing for sure. And I also think that, yeah, no, no, no, no, no, no, please, please, no, I was just going to say you were saying at the beginning that it feels like dangerous to be so dependent on one's emotional state to determine whether or not one is okay with dying on a particular day. I thought, maybe this is just me. I think that's a sign of a healthy person who wakes up and like, observes the question, you know, like, how is my life? And when you're saying, today's a good day to go, what you're really saying is, I have lived a good life. Yeah. Yeah. Anyway, I don't know if this is a quick story, but I feel, I feel like I kind of got, felt, like I got the license to think about it in that way from a story, a heavyweight story. It was about this woman who was in her 40s and felt like her life had kind of gone off track because her foster mother didn't allow her to stay in, stay with basketball because her grades weren't good enough. And she felt like her life would have been better if she could have pursued basketball. She would go in a scholarship. And so we went and found this foster mother who she hadn't spoken to in years. It was now this 94-year-old woman to ask her why. Why didn't she allow her to pursue basketball when she saw it was her one passion? And this woman was a tough old bird. Like it would have been so easy to say, oh, I'm sorry. And like, she just wouldn't. And she had had a hard life herself. And I felt like it was almost like she was unclear on the concept of regret. And I was trying to explain it to her and she was like, no, no, I know what you're saying. And I honestly don't know if I had a chance to do it over again with her, whether I would have done it differently. And I think it really depends on my mood. What mood I was in. Wow. Wow. Wow. That is something that has seldom acknowledged. It is. You know what I mean? But it isn't the full ball game not to make that bad pun, but it is like. Yeah. I get or more of it then Then we acknowledge yeah, you know, just how drunk a lot of these founding fathers were when they were coming up But there are laws and ideas, you know, I mean And they they echo through the years That was a journey that question. This is the last one Jonathan one two or three Three Do you think people can really change? Oh Yes, I mean, I have to believe that I mean even if I don't believe it, I have to believe that and I think like that's the struggle Is to Really try to believe that And I I do think people are capable of Change within limits You know, it's like the paradox. I mean like we are who we are But um I think as long as We're alive We're able to change, you know, I I'm working on a story that's that should come out this season It's about a woman who is 102 years old who one day her Kids who are you know in their 70s said, you know, you're getting on an age We should probably clean up the storage room and while they were doing that they found this box containing 256 letters That had been sent to her by her fiance At the time when she was like 20 um Who was in the war this was World War II who died in the war and she had not opened up this box in And looked at these letters in over 80 years And had never really mourned The loss of this man and this relationship She put it aside and she married a man named Irving Stayed married with him for 60 odd years had three kids and then finds his box and then finds herself at the age of 102 falling in love with this With this long dead young Man from her past And in that process like she You know a person who was very used to And maybe that's a little generational too is like you just pack it up and put it in a box and move on But it sticks with you, you know what I mean? And like, you know, she she went through a lot of changes even at that age, which is kind of like um A beautiful thing to see, you know what I mean as long as like we're alive and as You know as long as we keep going there's always going to be Change, you know, maybe not the change that other people want to see, but we're there's going to be changes We end this show the same way every time with a trip in our memory time machine Where you go back and revisit one moment from your past It's not a moment you would change anything about it's just a moment you'd like to linger in a little longer Oh, I know there are many you could pick anything whatever comes to the fore I mean, I guess the first thing that comes into my head is my Child's birth. Yeah, I guess um My wife says that uh I You know I like I was saying I don't I'm not an easy laugh. I don't I wish I smiled more But she said that like all through labor. I had such a big smile on my face which kept her going Just such a wonderful wonderful day um and just filled with so much hope and And wonderful expectation and beginning and Yeah, I think that And I also really love the um the hospital cafeteria It was at NYU. It was really good Jonathan Goldstein It's been such a pleasure you can hear Jonathan on the newest season of his amazing show heavyweight Thank you so much. Thank you. Thank you Thanks so much for listening if you like this episode I think you would also dig my interview with Jonathan's former boss and host of this American life Ira Glass Ira was super open and honest and way funnier than I expected Check it out. This episode was produced by Lee Hale and edited by Dave Blanchard It was mastered by Patrick Murray and Jimmy Keely Wild cards executive producer is Yolanda Seng-Wenny Our theme music is by Romteen Auroblui You can reach out to us at [email protected] We're going to shuffle the deck and be back with more next week talk to you then Hi, it's uh, it's Jonathan here again breaking out of the straight jacket of being a guest I just had one further announcement We here at the show have started a free newsletter and it's a lot of fun Cleela Holt, wouldn't you say? Yeah, come on step it up step it up. It's fun Still not convinced in these dark days You can open up your inbox and have a little sunshine That's right as opposed to all of those fishing scams and viruses in there and we will not try to take your information Well, we will take your email address. I guess let's see get the newsletter. Okay. Well, yes Yes, indeed, but in return you're going to get fun fun fun Till your daddy takes your Patreon newsletter away No social security number Required if you get something in your inbox The claiming to be from us where they're telling you to trace your safety deposit box key Onto some tracing paper and mail it into them. You'll know right away that it was not us No, we would never do that. We would we just wouldn't do that. So sign up For our newsletter at patreon.com/heavyweight In February of 2024 celebrated illustrator and children's book author Patre Mathers and her husband Michael mailed letters to dozens of friends and family members to let them know they had died by suicide Dear honey's this is goodbye By the time you get this letter both Petra and I will be dead next stop Wonderland Why did they do it and what did it do to the people they left behind Listen to death of an artist wherever you get your podcasts This is an iHeart Podcast Guaranteed Human

Podcast Summary

Key Points:

  1. Jonathan Goldstein reflects on his personal journey, including childhood memories, early rejection from a creative writing program, and a deep, lifelong curiosity about life and death.
  2. He shares emotional insights from his work on the podcast *Heavyweight*, where he helps people confront regrets and find closure, often uncovering profound emotional truths through difficult conversations.
  3. Jonathan believes people can change throughout life, even in old age, and emphasizes that confronting mortality and embracing vulnerability—like in a plane or through a stranger's simple question—can lead to deeper human connection and personal growth.

Summary:

Jonathan Goldstein, host of the podcast *Heavyweight*, shares a deeply personal and introspective conversation on *Wild Card* about life, death, and human connection. He recounts his childhood in Montreal, the early rejection from a creative writing program, and a persistent fascination with existential questions, especially around mortality. Through his work, he helps listeners confront long-buried regrets, such as a former heroin addict seeking a family heirloom gun, revealing that emotional closure often emerges not from the object itself, but from the vulnerable conversation it enables.

Goldstein emphasizes that people can and do change over time, even in later life, as seen in a 102-year-old woman who rekindles a love with a long-dead fiancé and finds emotional renewal. "—can signal safety and connection. His journey underscores the idea that embracing uncertainty, vulnerability, and mortality is not only possible but essential to living fully.

The episode also highlights a poignant real-life story of illustrator Patre Mathers and her husband mailing farewell letters to loved ones in 2024, prompting a deeper discussion about grief, legacy, and how such actions shape relationships. Goldstein’s message is one of hope: even in the face of loss, change, and fear, humans remain capable of profound emotional growth and connection.

FAQs

Jonathan felt a loss of control, comparing the experience to being a fly caught in a spider’s web. He found the situation unexpectedly personal and overwhelming.

Jonathan believes people can change as long as they are alive, even if it's within limits. He sees change as a lifelong process, especially in the face of regret and unresolved emotions.

The theater felt extraordinary to him because it offered a sense of timelessness and emotional connection, like being in a past era, which he associated with his father’s experience of black-and-white films.

He remembered it as filled with David Bowie posters, milk crates, and a card table with an electric typewriter, where his personality was fully expressed through the walls.

Laughter helps him feel safe and not taken seriously. He finds it especially comforting when heard from friends, like his friend Jackie, who has a distinct, endearing laugh.

He doesn’t believe he has seen or experienced ghosts, but he believes in the idea of them. He sometimes senses subtle, ghostly remnants like cigarette smells in old homes.

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