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Podcast Episode Summary: Broken Record with Loudon Wainwright III
Podcast Overview Title: Broken Record Hosts: Rick Rubin, Malcolm Gladwell, Bruce Headlam, Justin Richmond Description: Musicians share insights about their life, inspiration, and craft, followed by performances.
Episode Title: Loudon Wainwright III Release Date: 2022 Episode Description: At 75 years old, Wainwright releases *Lifetime Achievement*, celebrating over fifty years of songwriting. Known for his candid and humorous reflections on family life and relationships, he discusses his career and performs songs from the album.
Key Themes and Discussions
Personal Background and Musical Journey
- Wainwright's upper-class upbringing influenced his professional persona.
- He began performing in the 60s, inspired by folk music icons.
- His debut album was released over fifty years ago, and he has consistently explored family dynamics in his songwriting.
Album
*Lifetime Achievement*
- Reflects on themes of aging, family alienation, and personal growth.
- Wainwright performs songs *“Fam Vac”* and *“Back in Your Town”* showcasing his confessional style.
- Discusses the challenges of writing about personal and familial issues while maintaining a balance of humor.
- Describes the album as upbeat and optimistic, contrasting with some reviews labeling it as remorseful.
Writing Process and Influences
- Wainwright emphasizes the importance of specificity in songwriting, drawing from his life experiences.
- His father, a journalist, influenced his writing style, emphasizing clarity and descriptiveness.
- He discusses the competitive nature of the music industry and its impact on personal relationships and family life.
Collaborations
- Reflects on collaborations with Richard Thompson, discussing their creative chemistry and the influence of their working relationship.
- Also mentions working with producer Joe Henry, highlighting their approach to capturing live performances and the organic feel of their recordings.
Reflections on Masculinity and Vulnerability
- Wainwright navigates the complexities of expressing male vulnerability in his songs.
- Discusses the societal expectations of masculinity and how they inform his songwriting, particularly in revealing personal struggles.
Performance as Theater
- Wainwright views live performances as theatrical experiences intended to connect with the audience emotionally.
- He aims to evoke a range of responses, from laughter to reflection, through his music.
Family Dynamics
- The discussion touches on Wainwright's children, many of whom are also artists, and how they influence his work.
- He acknowledges the tension that can arise from writing about personal familial experiences but finds solace in the shared understanding of his stories.
Key Takeaways
- Loudon Wainwright III’s music is characterized by its confessional and candid nature, blending humor with deeply personal themes.
- His latest album *Lifetime Achievement* serves as a reflective piece on his journey through life and art, resonating with listeners due to its relatability.
- The conversation highlights the struggles artists face in balancing personal expression with public perception, as well as the complexities of family relationships and legacy.
Featured Songs
- “Fam Vac”
- “Back in Your Town”
Additional Resources
- [Playlist of Loudon Wainwright III's Songs](https://open.spotify.com/playlist/4XGsbPSla0q7n3FMQZa06f?si=53ba2057e12a4968&nd=1&dlsi=4a25c193aa8b40ef)
Conclusion The episode offers valuable insights into Loudon Wainwright III's artistic journey, the influences shaping his work, and the nuances of personal storytelling in music. The blending of humor and confessional lyrics continues to make his music poignant and relatable, ensuring his relevance in the contemporary music scene.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Transcript
Automatic transcript. May contain errors.0:06Pushkin.
0:10In 2022, at 75 years old, Loudoun Wainwright III released Lifetime Achievement, an aptly titled album album from a songwriter whose debut came more than 50 years earlier. Over the decades, Loudon has built a reputation for his confessional style, writing candidly about the struggles and absurdities of family life, failed relationships, and the scars of parental abandonment. While his subject matter can be heavy, he often balances it with wit and humor. You'll hear that today when he performs FamVac and Back in Your Town from Lifetime Achievement. In this conversation with Bruce Hedlum, Loudon reflects on how he leaned into his upper-class upbringing when he first began performing professionally, what it was like collaborating with guitar virtuoso Richard Thompson in the 80s, and the magical feeling of stepping on stage for his very first time.
1:02This is Broken Record. Real musicians, real conversations.
1:10This is an iHeart Podcast. In today's super competitive business environment, The edge goes to those who push harder, move faster, and level up every tool in their arsenal. T-Mobile knows all about that. They're now the best network, according to the experts at Ooclas Speedtest, and they're using that network to launch Supermobile, the first and only business plan to combine intelligent performance, built-in security, and seamless satellite coverage. That's your business, Supercharged. Learn more at supermobile.com. Seamless coverage with compatible devices in most outdoor areas in the U.S. where you can see the sky.
1:51Best network based on analysis by Ookla of Speedtest Intelligence Data 1H 2025. Every great music conversation goes beyond the surface. The influence that shaped an artist's sound. The moment that changed their creative direction. The story behind the story that fans never hear. Cloud helps you discover those deeper connections. Upload interviews, liner notes, or music journalism, and Claude reveals patterns across an artist's entire journey, showing how influences become innovations. Whether you're a music journalist, passionate fan, or someone who loves understanding creative processes, Claude matches your curiosity about what really drives great artists.
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3:07Because a car that doesn't make you feel something as a car that stops short of amazing. Experience amazing at your Lexus dealer. Here's Bruce Hedlum with Loudon Wainwright III.
3:39I need a family vacation. I mean a family vacation alone. I'm gonna pack up the car, load up the bike and the kayak. Leave the fucking family at home. A vacation away from the family. A vacation away from the fray. When it comes to your so-called loved ones Sometimes you got to get away Maybe I'll go to the mountains Or else I'll get down to the shore Yeah, I guess there's a chance I might miss my people But right now I can't stand them no more When I'm barbecuing there on my Weber I might be focused on my family Then I'll throw down some hot dogs, burgers and some chicken I'll burn them all in effigy Oh
5:02Oh
5:07When I get back from my family vacation Tanned and relaxed will be the shape that I'm in Yeah, I'll be patient in love and not dimension detached When I'm dealing with my kiff and my kin We all need a family vacation You got to keep the mashporka at bay Tolstoy got it right When he wrote each unhappy family Is unhappy in its own way Oh
5:52Oh
5:58I ran away from my parents I still run away from my kids As for brother and sister We're playing Twister It's a cover-up Keep ourselves hid from each other I need a family vacation My family needs a vacation from me Because your dearest and nearest They're the most dangerous They're the ones that make you Crazy That's right, your dearest and nearest They're the most dangerous. They're the ones that make you fucking crazy. Oh.
7:01Jean-Paul Sartre said it. Hell is other people.
7:19All right, you got Tolstoy, Sartre, and a Yiddish expression all in one song. Man, you really pack it in. We don't have to be too official off the top, but we are here with Loudon Wainwright III. Do you still go by Loudon Wainwright III? I answer to Loudon Wainwright III, but I'll also answer to Loudie or Loudon or... Well, we're going to use Loudon Wainwright III. I think that's more official. and we're talking about your new album, Lifetime Achievement. Do you go into every album with a particular idea of something you want to do? Was there an idea or something that motivated this album? No, what I do is I write these songs, you know, I'm trying to write songs and then when I gather together, I'm always thinking, when is it going to be time to make a record?
8:08This is the first studio record that I've made, I think, since 2014. 2014. So you gather a bunch, I gather a bunch of songs together. A lot of the songs are on topics that I've explored before in songs, but it's, you kind of think, is this enough material to make a record? And then what kind of a record do I want to make? But I don't think I'm going to make a record about family alienation and the pandemic. Okay, here we go. It didn't really work that way. although the record is kind of about that, too. Now, you've got a song called How Old is 75? Yeah. And some of the reviews have been your winter album, Looking Back with Remorse and Loss.
8:56I didn't get that at all. I found this like a very upbeat, optimistic album, particularly from someone who's known for confessional songs and self-lacerating wit, songs that cut to the bone. this did not seem as an album that is where you're overwhelmed by past failures this seemed you're very much in the moment yeah i'm feeling pretty good these days and and the songs um death is referenced in the song in the album as is aging and um yeah diminishment to be fair you've been talking about those since you were 30 yeah but the first line in my first song on my first record was in Delaware when I was younger.
9:41So I've been obsessed with this thing. And now it's kind of, it's here, but no, I don't think it's a downer, this record. We tried to be careful about that. In the first song, there's a great line, I want to talk the truth about the fountain of youth. To our eager audience out there, so what's the truth about the fountain of youth? Well, I think that the line is, I want to tell the truth and find the fountain of youth. Oh, okay. That's another song that just talks about what I've been doing all this time. I've been making records for 50-plus years and wondering how much longer it can go on. But at the moment, it's feeling could go on.
10:24I think I'm going to make it to my 76th birthday. I don't think anybody's written as many songs about family as you have. Or certainly as many. So I win that competition. You win that competition. Many, many great songs. you know, your mother and I and Lullaby, The Days We Die. Yeah. Hitting You. Hitting You, When You Leave. There are a lot. Are you conscious when you're writing the songs? Are you conscious of other people's reactions, your family's reactions? Kind of like, oh, he's going to hate this one. Well, I'm aware of it. Yes. So I'm conscious of it, certainly. Yeah. I mean, you know, but it is, as you say, I've been doing it for a long, long time.
11:12It's the waterfront I cover, you know, one of the big ones. Certainly, you know, we've had some tense Thanksgiving dinners over the years. But I think my family has come to expect this. And the members of my family, you know, three out of my four kids are songwriters. And my other daughter is a wonderful prose writer. And they've all written about me and referenced me and talked about their take on the whole thing. So it's just part of the whole deal. And I feel okay about it. Now, growing up, it seemed to me that you wanted to be a performer. You went to acting school. Yeah. Now, you did play guitar starting quite young.
12:04I think, did your dad give you a guitar? Yeah, my dad, who was a journalist for Life magazine, he also loved music. And he had a friend in the 1950s, quite a well-known songwriter and singer called Terry Gilkison. He wrote, you know, Memories Are Made of This, that big Dean Martin hit and other things. But he was a drinking buddy of my dad's. He gave my dad a nylon string, beautiful little Mexican guitar. And then my dad bequeathed it to me. So that was my actual first guitar. I got it when I was about 13. And did you immediately take to folk music? You know, in the early 60s, you know, and the folk boom happened.
12:49You know, I saw people like Ramblin' Jack Elliott and Pat Skye and Dave Van wrong and of course bob dylan who were playing steel string guitars and at the newport folk festival and stuff then i still hadn't written anything myself but i i got myself a martin dreadnought and and you know started to emulate those guys who were all just a few years older than me actually right i mean jack elliott's not a few years older than me he's in his 90s but And he sure was always springy and youthful. So was songwriting just a way to get you up on stage? I mean, I wanted to be on stage ever since I was seven, you know, and I was showing off for my parents and stuff.
13:31But when I got on stage with the guitar, something seemed to click. And I was off and running, I suppose. But you didn't emulate those guys. You didn't try to be a beatnik. No, in fact. You were up there in like a Brooks Brothers suit. Right. You have to figure out a way to be noticed in the world and in show business in particular, I'd say. So I wore what I wore in boarding school, a Brooks Brothers blazer and gray flannel pants, no bell bottoms. I had short hair on my first couple albums. Yeah, that was the look that I created to separate me from the pack. And it worked, kind of. Yeah. Did you worry people would say, why do we want to listen to this kid from a private school in Westchester?
14:21I didn't worry about it. I understood that I had to write about, I mean, I wasn't going to write about writing, being a hobo on the rails or like Jack Elliott, you know, invent myself into something that I wasn't. I decided to more or less take what I was, which was a guy that grew up in Westchester and went to boarding school and, you know, emphasize it and write about it. And then when I got married, I wrote about that. And, you know, I just been writing about my swing in life all this time. One thing that comes through in your autobiography liner notes, which I'm going to recommend to everybody because it's a wonderful book, is how competitive you were.
15:07I mean, you were a big swimmer, so I think maybe some of that comes from sports. But you were competitive with everybody. You would say at some point when somebody else gets trashed, you feel a little bit better. I mean another singer. I don't mean just a person walking down the street. Where does that competition come from? Well, my father, you know, the aforementioned father was successful in the world of journalism, and he was competitive. And, you know, I don't want to blame it on my parents. I mean, I, yeah, this need to achieve or succeed is in me, you know. And as far as my, you know, people would say, boy, it must be great when you and Steve Goodman and John Prine and Leo Kotke can all go out and, you know, have a cocktail or something.
16:01And I mean, we would do that at festivals and stuff. But I don't know about them, but I was always thinking, does he sell more records than me? And is that song better than my song? And, you know, I'm not happy to admit it. I'm ashamed to admit it. But I do have a competitive streak. It's not a bad thing. It motivates people. No, it spurs you on, you know, to do the best work that you can, you know. And, you know, again, I'm not proud of it necessarily. But it's an engine. It provides you with an engine. But it's murder on your family life and it leads to isolation and depression. So I would not advise being competitive to anybody.
16:51To the kids out there. Yeah, yeah. Stay in school. Don't be too competitive. Yeah. In your autobiography, I'm remembering now, you put your finger on, I think, one of the most terrifying moments in documentary film. And you talk about it, and it's in Don't Look Back, the Dylan documentary. Yeah, yeah. Yeah. Oh, that's a great moment. And scary, too. They're in London, I guess, and they're in a hotel room and Dylan is there, you know, at the height of, you know, his whole thing. Bobby North is kind of lurking in the corner the guy from the Animals Alan Price is there and Donovan is there and the guitar is being passed around and Donovan who's great sings Try and Catch the Wind or something like that which was a big radio record probably sold more records than any Bob Dylan single but a little twee a little twee and soft And so Dylan and Newarth, you know, kind of nodding and saying, that's a pretty good song, man.
18:01And then Dylan takes the guitar and plays It's All Over Baby Blue. It's All Over Now Baby Blue. And you can just see the look on Donovan's face. It's just like, oh, my goodness. It was just so powerful. And he smiles through it. But you can just see the, why don't you just break the guitar over my head? Yeah. It's killing. Yeah, yeah. I mean, it's, you know, jazz musicians, you know, saxophone players in the 40s used to, they were called cutting sessions, you know, and Lester Young and Charlie Parker and, you know, Dizzy Gillespie and these guys, they were all competitive with each other. I mean, they, so it's not, and again, I don't think it's a bad thing, really.
18:44We'll be back with more from Loudon Wainwright III and Bruce Edlum after the break. In today's super competitive business environment, the edge goes to those who push harder, move faster, and level up every tool in their arsenal. T-Mobile knows all about that. They're now the best network, according to the experts at Ooclas Speedtest, and they're using that network to launch Supermobile, the first and only business plan to combine intelligent performance, built-in security, and seamless satellite coverage. With Supermobile, your performance, security, and coverage are supercharged. With a network that adapts in real time, your business stays operating at peak capacity, even in times of high demand.
19:29With built-in security on the first nationwide 5G advanced network, you keep private data private for you, your team, your clients. And with seamless coverage from the world's largest satellite-to-mobile constellation, your whole team can text and stay updated even when they're off the grid. That's your business, Supercharged. Learn more at supermobile.com. Seamless coverage with compatible devices in most outdoor areas in the U.S. where you can see the sky. Best network based on analysis by Ukla of Speedtest Intelligence Data 1H 2025. The greatest music stories aren't always in the songs themselves.
20:11They're in the late night studio sessions, the chance encounters, and the cultural moments that shaped entire movements. For music lovers who find themselves going down rabbit holes about their favorite artists, Claude, an AI thinking partner, helps you explore those deeper questions. Whether you're wondering about the connections between different scenes, trying to understand what drove a particular creative period, or exploring how social movements influenced sound, Claude works through these complex cultural puzzles with you. It's built for people who know that understanding music means understanding the human stories behind it.
20:44Claude doesn't just compile facts. It helps you see patterns across decades of music history, ask the kinds of follow-up questions that reveal deeper truths, and works through the nuanced relationships between artists, movements, and moments. Whether you're a music journalist, industry professional, or someone who just lives for understanding the stories behind the sounds, Claude matches your level of curiosity about what really drives great art. Try Claude for free at Claude.ai slash brokenrecord and see why the world's best problem solvers choose Claude as their thinking partner. This episode is sponsored by BetterHelp.
21:18One of the things I think is universal to nearly everyone is that warm feeling you get when you find someone you feel comfortable sharing parts of your life with that otherwise you might just keep to yourself. Often it's a friend, sometimes it's a loved one, but in those moments, you really take a load off. That's one of the things I've enjoyed most about therapy, that there's someone regularly in my life that I'm able to talk to about things I'd probably keep to myself for longer than I really needed to. And they're clinically trained and licensed to help. Plus, if you regularly see them, they have most, if not all, the context they need to really understand how this item you're sharing might be affecting you or those around you.
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22:33I've come to realize that there were, you know, I was competitive with my father and stuff, which, again, I don't advise for parents and children. But I got a lot from him. He died in 1988. And the way that I write songs are, there's a journalistic element to them. They're descriptive. There's a beginning, a middle, and an end. I'm always trying to be very clear about what it is that I'm saying. And I think I got that from my dad. I hope so, anyway. I appreciate it. Do you have any of his habits? Do you carry around a notebook and scribble down things? Yeah, I carry around my filofax. You know, people can't see this, but it's a pretty beat up old filofax I got from the 1980s.
23:23In the hope that I'll see something or hear something and jot something down and it could lead to a song. And it has done. How often does something like that happen? A song? Just an idea, a thought that you'll jot down. Well, you know, I've got it in the bag. I mean, you know, that's where the mystery comes in. How does a song start or any piece of work? It's mysterious to me, despite the fact that I've been doing it for a long, long time. I liken it to fishing, you know. I've got a line in the water. Whether I get a bite or can get it in the boat once I get a bite depends. But it's mysterious.
24:05Yeah. What's the old line? It's called fishing, not catching. Yeah, I like that. And then do you sit down with your guitar and just flip through the book and see what happens? Yeah. I mean, it's all very disorganized and random. You know, or I'll write something down or I'll find something in the book that I've forgotten about. Or I'll, you know, quite often for me, a song can start from the first line, you know. So, you know, an example from the new album would be, I need a family vacation. I mean a family vacation alone. So that's a good starting place for a guy like me. You know, the first line is often a kind of springboard.
24:53Where does that impulse come from? I mean, your father wrote about his family in Life magazine. I don't think he wrote about it quite in the way you write about it. Right. Because it was Life magazine. Yeah, yeah. I mean, yeah, he had constraints on him because Life magazine was fairly conservative, actually. But I think by nature he was a little more conservative. He was a different generation. You know, the aforementioned Bob Dylan, I mean, you know, he kind of freed it up. I mean, you could write about your life. I mean, he was always oblique, so you never knew exactly what the hell he was talking about.
25:30You could listen to every Bob Dylan song and not know anything about Bob Dylan. Yeah. I suspect he likes it that way. Yeah, yeah. Yeah, I definitely have a confessional streak propensity, as it were. Have you ever felt you've gone too far with this song? Yeah, I have. And then I go ahead and go too far anyway. I mean, although there are some songs that I don't sing anymore that I know have upset people or that they've told me that. And I'm trying to, you know, I'm working on it. Yeah. Can you give me an example of one that you just don't perform for that reason? Yeah. I mean, there's a song called That Hospital, and it's about a hospital in northern Westchester where some key events happened.
26:27And I just realized that I shouldn't do that song anymore. On the other hand, I'll think, oh, this is close to the bone, and then I'll think, that's a good thing. I want to push it for my audience. And again, when I'm writing about my experiences in my family or my marriages or with my kids, this is not foreign territory. People know exactly what I'm talking about. People will come up and say, boy, that song about you and your sister or you and your kid, you mentioned that song hitting you.
27:07They'll actually thank me. They don't give me any extra money, but they will thank me. When you write a song like that, are you stating a way you feel or in writing it, are you working through those feelings? Well, working through somehow implies that there's a therapeutic aspect to it. I don't think there is. And it could be argued that focusing on marital, familial problems could make it worse. But it's interesting, you know, writing about my loved ones. They're the most important people in my life. They're the biggest people in my life. They're the people that I, we're all part of each other.
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27:57So it's always struck me that that's who I should be writing about. One of my favorite lines from your book is in reference, not to your work, but in reference to your father and mother. You're imagining how they came together, your father being an upper middle class guy, your mother from Georgia. You had a beautiful line, which was – it's basically about how men at some point, after they feel comfortable, feel the need to tell everybody what a piece of shit they are. And the line was, the confession of weakness to a woman is so often a search for sweet absolution. boy yeah you're good yeah you look surprised at that that's good and it certainly was the case in my my with my parents you know i can i i think i i might go you know somehow i think of them imagine you imagine your parents before before you were on the scene or even maybe the night after the moment after you were conceived you know lying in bed and undoubtedly my father would be smoking a cigarette and, you know, just unloading and talking about how he felt.
29:10And my mother was a good listener. In the end, the marriage didn't work out for, that could have been one of the problems. He didn't listen well enough or, you know, she didn't get a chance to unload her emotional baggage. Do you feel your confessional nature's in part looking for absolution? Is it a way of making amends to put it in song? There's plenty of amends to be made. I guess just writing about it maybe is saying, okay, here it is. Let's look at it for three minutes. Maybe that's part of some kind of amends process. But again, it can create distance too, and isolation. So I really don't know.
29:56Your father was also, I'm surprised to read, a successful short story writer, which he had to give up. Yeah. For family reasons. But tell me a bit about that. Well, you know, every young writer imagines and hopes to be in the New Yorker magazine. And my dad has had three of his short stories published in the New Yorker in the late 40s. and they are one in particular is brilliant and completely holds up a story he wrote about the boarding school that he went to that i actually went to to the same school and um so when he writes about it i can i can picture it in my own mind anyway the stories were in new yorker he was 22 or 23 whatever he was and boy that's the beginning of something big but he had a wife and and three small kids me and my brother and sister at that point and um they moved up to new york uh and he had to get a job and so he started to work for life magazine and he stayed at the magazine for his pretty much life so he never got to really focus on writing fiction then he tried to write a lot of you know non-fiction books and he had problems with that to, you know, the book was looming for him.
31:22So, you know. This is common among journalists. They think they've got to do their magnum opus. Yeah. Or they're just hats. And it was torture for him. But he was so successful as a journalist, as an editor, as a columnist. You know, his columns are also brilliant. And a few of them I printed in my book because I just wanted to share the work. I mean, the quality of the writing is so great. And then later I constructed a kind of theatrical show called Surviving Twin where I actually performed some of his columns. So it looked like, you know, it's such a pity that he couldn't have enjoyed his success, but he was tortured about the book.
32:05You know, the people he was writing with probably at that time were people like John Cheever. And you're often sort of thought of as this Cheever character. You went to private school. Yeah. Although from the sounds of it, you didn't like it. You went to boarding school. Didn't like it, but it sure had an impact on me. Oh, what was the impact? Yeah, it had a big effect on me. I mean, I referenced that in Delaware when I was younger. My very first song and my first record was about that boarding school. I have some gratitude about that boarding school. First of all, it was a good school. It is a good school.
32:37St. Andrews, it's in Delaware. But at the time, I was a miserable young man. I probably would have been miserable anywhere. So I'm not blaming my old boarding school. You just wanted your parents to pay for it. Right. Well, I didn't want to go. But my father, again, my father went to the same school. He was miserable. He thought I should go. And did his father go to that school as well? He didn't go to that school. He went to Trinity Pauling, I think, or something. My son Rufus went to boarding school. different school he went to millbrook and he succeeded and found himself kind of at millbrook i mean this is what i think i think it was a i think he wouldn't he would say that it was a good experience for him so i mentioned i started this by saying you know you're compared to cheever because of your background but to me you're more like updike and this is why when i read my girlfriend's gonna love this because she loves john updike she likes john updike okay well i've only really read the rabbit books but my issue with uh updike is he's kind of giving the game away of being a man he tells things about men and their wormy little desires and their awful behavior that i feel would be best not put out into the world yeah and you've got some of that you've You, you know, I think of songs like Four by Ten, One Man Guy, Less So.
34:13One of my favorite songs of yours was just called Men. I'm interested in what that part of it is like for you, to be a guy and kind of, you know, because guys are sort of taught not to emote, not to reveal ourselves. Or traditionally men were taught. Well, in songs, you know, my songs are written to be performed. You know, I mean, I make records, but I'm always thinking about what's this going to do to the 300 people or if it's good, maybe 3 ,000 people that are sitting out there in the dark. And talking about that stuff, you know, I feel safe. I mean, I know that there could be an eww factor, you know, but don't do that or don't say that or don't reveal that.
35:04But as a guy who wanted to be a performer, I just know that I can feel that it's doing something to the audience. It might be making them a little uncomfortable. I've had a tendency to do it. I don't quite know why, except that it seems to work for me. That's interesting. Even on this album, when you're writing these songs, you're thinking, how is this going to work live? How is it going to affect people? I think so. So when I'm actually, you know, I'm always thinking of that group of people in the audience. And will it have an effect on them? And it can be different effects. You know, some of the songs are funny.
35:48Some of them are not funny at all. Some of them can do both. They can swerve into, they have jokes planted in them. Comic relief, if you will, to use the theatrical term. But it's all about taking that three minutes or if it's a whole show, that 90 minutes and just taking them somewhere or dragging them somewhere. But that does sound like you conceive of your performances almost as theater. I think it is. You know, it's a way you're in the dark. You know, people are in the dark and they're watching you on stage and you're you're performing for them. It's an act. But again, it can create this magic.
36:32There can be magic there. Is that magic you feel when you're on stage? Is that kind of feeds your performance? Yeah. Yeah. It's a great feeling. When I was a kid and I was in school plays, I never was happier. Just showing off, just being there. I mean, I knew that's as good as it gets. And so songs like Your Mother and I, which is one of your most famous songs, that's a heartbreaking song, Hitting You, which is about hitting your daughter, realizing you've hit her too hard. Right. Losing it in anger, giving her a whack. That would be the story. But underlying the song is something I think that terrifies all parents is that you've broken something that can't be fixed.
37:25Yeah. When you get to those kind of lines, can you feel that reaction? You mean when I'm performing the song? Yeah. Yeah. Again, people coming up after a show and saying that song, you know, and you have the person, the kid that's getting whacked, but then you have the parent that did it and just thinks, oh, my God, I'm going to pay for this. You know, that was, I lost it, you know. And so it's a subject which is pretty powerful. Yeah. Speaking of your songs like Your Mother and I and other romantic songs or anti-romantic songs, you mentioned you come up with a syndrome in your book, Sir Walter Raleigh syndrome.
38:09Yeah. I'd love for you to explain that. The Sir Walter Raleigh syndrome. You know, Sir Walter Raleigh famously, I guess it was Elizabeth I, or some Elizabeth or other, you know, was walking along with the Queen, and there's a mud puddle, and he lays down his cape so that she doesn't get her, you know. And again, it's generational. My mother encouraged it, this thing, for just making sure that women are opening the door and giving them the chair and paying the check always. That's a role that some men do or have, and I certainly have it. But of course, what it does is it creates a kind of a resentment.
38:59Hey, why doesn't she walk around the damn mud puddle? You know, or get these capes, you know, I have to go to the dry cleaner again with these capes. Give me a break. You know, so it's a kind of a syndrome and it's probably not good for either the Queen or Sir Walter Raleigh. But in this case, I was identifying with Sir Walter Raleigh. And you've seen that resentment play. It's played out in my own life. Tell me about, I think it's just a beautiful song on the album, which is Back in Your Town. Back in Your Town, yeah. Thank you. That's a bit older. That's about 15 years older. 15 years old. You know, I had a, now she's a great friend of mine, Tracy McLeod.
39:49We lived together for a couple of years and she's English. So it was about going back to London and actually walking past her house in St. John's Wood where we live together. And just that feeling of, God, she's up there. And just being in the power of going back to that place. You have a line about feeling like a refugee and a louse? Yes. Yeah. Yeah. It's always tricky to come up with a word to rhyme with house. but you know you got mouse there aren't many but louse in this case seemed to work you have other songs like little piece of me which is about traveling are they all instigated by specific episodes i could see somebody writing uh back in your town and saying well that wasn't really about anybody that's just that feeling you get in another city but for you that was that very specific feeling.
40:48Well, again, in the process of writing it, I think of the specifics. I think of the town. I think of that person. I can picture that street. I know exactly where looking up into that window is. And again, we talked about my dad's influence, specificity. In the process, hopefully it's generic. Hopefully everybody can identify with it, But I work with the specifics of things. I also thought listening to that song, you have your dad's journalistic tendency, which is you never want to use the same word twice. So it's place or it's town, then it's place, then it's burg, which rhymes with curb, which means you can do that line about almost getting hit by a bus.
41:32Yeah. The only thing that the only thing that gives away the song is the double decker bus. I thought it must be England. I feel like I should play this song for you. Play it, please. For the people. Gosh.
41:51I'm back in your town. I'm walking around. Crossing the street. Unsure on my feet. And I'm carefully looking around. Because I'm back in your town Yes and I'm back in this bird Oh, haven't you heard I better look to the right A double-decker just might Hit me when I step off the curb I'm back in this bird Yes and I'm back in that place Last time I left with hardly a trace Now that I've returned Ask me what have I learned Go ahead and take a look on my face I'm back in that place You leave someone behind And you think you won't mind Until you go back and find You still can't Yeah, you're back where you started And the mind outsmarted By a feeling you thought wasn't there
43:34It's still there
43:51I'll walk right past your house Feeling like a refugee in a louse You were at home but you were not alone You were there with your kids and your spouse I walked right past your house So now I'm feeling bereft I'm feeling like I never even left Everything's changed, but it's the same It's still all here, but nothing is left I'm feeling bereft You leave someone behind And you think you won't mind Until you go back and find And you still care Yeah, you're back where you started I know mine I'm smarted by a feeling You thought wasn't there I'm back in your town I'm walking around Crossing the street I'm sure on my feet And I'm carefully looking around
45:25Oh, I'm back in your town
45:35One last break, and we'll be back with Loudon Wainwright III. In today's super competitive business environment, the edge goes to those who push harder, move faster, and level up every tool in their arsenal. T-Mobile knows all about that. They're now the best network, according to the experts at an Oocla speed test, and they're using that network to launch Supermobile, the first and only business plan to combine intelligent performance, built-in security, and seamless satellite coverage. With Supermobile, your performance, security, and coverage are supercharged. With a network that adapts in real time, your business stays operating at peak capacity, even in times of high demand.
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47:35Claude doesn't just compile facts. It helps you see patterns across decades of music history, ask the kinds of follow-up questions that reveal deeper truths, and works through the nuanced relationships between artists, movements, and moments. Whether you're a music journalist, industry professional, or someone who just lives for understanding the stories behind the sounds, Claude matches your level of curiosity about what really drives great art. Try Claude for free at claude.ai slash brokenrecord and see why the world's best problem solvers choose Claude as their thinking partner. Lexus is a company that believes in the importance of setting a standard, which I can appreciate as someone who holds themselves to lofty if not ridiculous standards, especially with the car I drive.
48:17The standard Lexus has set for themselves is to experience amazing. Lexus measures success by the feeling and emotions evoked in a driver, like exhilaration and joy. Amazing can only be achieved by knowing people on a deeper level. The standard of amazing results in a feeling in drivers that their car was built in anticipation of them. machines that make you feel more human. Because a car that doesn't make you feel something is a car that stops short of amazing. Experience amazing at your Lexus dealer. Before we go, I do want to ask you about a couple of our favorite people that you've worked with.
48:54And the first is Richard Thompson. Oh, yeah. You did, I think, two albums with him in the 80s. Tell me about that. Wow, Rich. In 1985 or 4, I'm talking about all my old gal friends. Susie Roach and I split up and I decided to go to England. And I actually went over there and bought a flat up in West Hampstead. And I had met Richard probably around 1978. And prior to that, I'd been a huge fan of his work. but we did some festivals and things together in 78. And so when I got over there, I was getting ready to make a record and I was talking to my friend Paul Charles and I said, what about if I ask Richard to produce it?
49:55And Paul said, yeah. And I asked him and he did it. It's a record called I'm All Right. And I should say that in the late 70s, I was making some overproduced, crappy records. They weren't totally crappy, but certainly there was an element of overproduction. So Richard and I talked about, and he suggested that if we do production, we're going to do production where the song is served by the production and not worry about getting it on the radio and stuff. And that's what we did with that record. And then we did another record called More Love Songs. Again, there's drums on it, and there's a bass on it, and there's stuff on it, but it doesn't get in the way of the songs.
50:45And of course, there's Richard's guitar playing, which is kind of ridiculously marvelous. So those records, I feel good about those records. They got nominated for Grammys, and people liked them a lot. And so I was very happy to work with Rich. And occasionally we get to do shows. He, last year, or I guess it was because of the pandemic, it was a couple of years ago, he celebrated his 70th birthday at a big show at Albert Hall in London. And I got to go and sing and play with him. And I love Rich. He's the greatest. I mean, I'm interested in you guys sitting with guitars because he is a brilliant guitarist.
51:29You are really underrated as a guitar player and as an instrumentalist, I think. Well, I play rhythm guitar. It's all about what's going on with the right hand because I can't really play any licks. I've played with great guitar players, Richard Thompson, Bill Frizzell, John Schofield. I mean, you know, these guys. but i i i'm i feel pretty good about my my rhythm guitar playing it's pretty solid now there's some beautiful instrumentation on this news this new album um lifetime achievement back in your town's got a beautiful treatment a little piece of me i think's got some well you also play banjo i play some banjo on the record and that's heim tannenbaum playing the other banjo my other great guitar player who's all over this record is david mansfield who's a great you know he's up there in that strata with those guys right also i would say richard thompson if there were a list of artists who have turned broken relationships into great art i i would say you two would be in the top five easily you know he is one of the great breakup albums of all time are you talking about shoot out the lights yeah yeah yeah that yeah that's a great great record And he and his wife, Linda, we should mention.
52:53Sure. Linda just had a birthday a couple of days ago. Yeah. Linda and Rich, I mean, they made those wonderful records. And talk about breakup albums. I saw some of the shows that they did to support Shoot Out the Lights. And boy, that was Strindberg on stage at the bottom line. I mean, it was ferociously, and it's so compelling. Of course, Richard, if you ask him, what's this one about, and what girl? He denies that it's autobiographical, but that's his option. The other person I wanted to ask about was Joe Henry. Yeah. Oh, well, yeah. A great, great songwriter. Great, great songwriter. Great producer.
53:46A great producer. We did a couple of records together. And great guy all around. Working with Joe. When Joe works, he gets together his group of players. And it's in the room and it's live. Greg Leese, David Pilch, Jay Bellerose, this amazing drummer that Joe likes to use, that T-Bone Burnett has now poached and taken away. but Joe's about getting guys in the room and just making it real in the room and then capturing the recording and he makes beautiful records with a lot of different people and writes wonderful songs Is that a way you like to record? It's fun to do it that way I've done it that way and when Joe's at the helm I feel confident when we did this last record Lifetime Achievement I went into the studio by myself with my guitar and laid down all my stuff beforehand.
54:45And then we added stuff. That's another way that I've worked, where you just get the core of what I do, which is me playing the guitar. And then Stuart and Dick Kinnett, they worked with, well, let's put Mansfield over here and Tannenbaum over here and maybe bring in a drummer secretly. And you'll add the drums after you lay down the rhythm track? On this record, we did. Yeah. That's interesting. Joe Henry is also a way of mentioning you guys worked on the Knocked Up soundtrack, which had Daughter, which is a great song of yours, which we haven't talked about. In fact, you do act all the time.
55:24You're in all kinds of things, always. Well, yeah, I get acting jobs. And Joe and I did do the Strange Weirdos record, which is kind of a soundtrack record for the Judd Apatow movie of Knocked Up. and Joe produced that record Daughter, which is from that album, which I have to say and admit to you that I did not write. No. A lot of people think I wrote it. It was written by the... I'm so effusive with my praise today, with the wonderful, incredible songwriter Peter Blegvad. He wrote Daughter, and I sang it and we recorded it, but a lot of people think that I wrote Daughter. I wish I had, but I didn't.
56:13Just take it. When I was just reading things about this album and about what you're doing now, I came across the NPR review of the album. And I don't know if you read that or not. But there was a paragraph that jumped out at me, which was, well before owning up to privilege was a thing, Wainwright had made a career out of being honest about his white Anglo-Saxon Protestant upbringing, freely admitting that male wasps like him got away with far too much. Now, I guess that's accurate. It feels a little... Sounds a little up-dikey. A little up-dikey, a little hostile. You know, the world has changed in the way we think about families and men and women and relationships has changed.
57:05Could you be the same singer-songwriter coming up today? You mean, could I get away with it? Yes. Yes, that's what you mean? In a way, yes. Probably not. I mean, there's so much that you can't get away with today. You know, I'm thinking, on my second album, there's a song called Motel Blues, which you know joe henry recorded it on the record that we did call recovery with with his band it's a good song it's a great song uh it's about being lonely and about trying to lure uh a a woman up to my room to be because i'm lonely and and uh that's what it's about and uh come and save my life right it's a come up to my motel room save my life and then it then it says come up to my motel room sleep with me so could you do that now i don't know uh but uh or would i've written that now i'd like to think that i would have because it's what happened and it doesn't happen now now it's come up to my motel room and show me how to work the wi-fi you know so it's not really an issue for me now but as a 22 year old lonely touring musician you know it was what was going on so i wrote about it listen thank you so much oh i've enjoyed talking with you just great talking and uh a great album another great album thank you so much thank you in the episode description you'll find a link to a playlist of our favorite Loudon Wainwright III tracks, as well as his latest album, Lifetime Achievement.
58:51Be sure to check out youtube.com slash brokenrecordpodcast to see all our video interviews. And be sure to follow us on Instagram at thebrokenrecordpod. You can follow us on Twitter at brokenrecord. Broken Record is produced and edited by Leah Rose with marketing help from Eric Sandler and Jordan McMillan. Our engineer is Ben Polliday. Broken Record is a production of Pushkin Industries. If you love this show and others from Pushkin, consider subscribing to Pushkin Plus. Pushkin Plus is a podcast subscription that offers bonus content and ad-free listening for$4.99 a month. Look for Pushkin Plus on Apple Podcast subscriptions.
59:25And if you like this show, please remember to share, rate, and review us on your podcast ad. Our theme music's by Kenny Beats. I'm Justin Richmond.
59:39The more you learn about your favorite artists, the more you want to know. Claude helps you keep digging, finding new threads and rabbit holes to explore. Whether it's discovering deeper meaning behind a detail in an interview or figuring out the influence behind an artist's particular era, Claude thinks with you to find the next clue. If you can't get enough of the stories behind your favorite music and artists, Claude will help you discover new layers you didn't know existed. Try Claude for free at claude.ai slash brokenrecord. This is an ad by BetterHelp. We've all had that epic rideshare experience.
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From the publisher
In 2022, at 75 years-old, Loudon Wainwright III released Lifetime Achievement—an aptly titled album from a songwriter whose debut came more than fifty years earlier.
Over the decades, Loudon has built a reputation for his confessional style, writing candidly about the struggles and absurdities of family life, failed relationships, and the scars of parental abandonment. While his subject matter can be heavy, he often balances it with wit and humor. You’ll hear that today when he performs “Fam Vac” and “Back in Your Town” from Lifetime Achievement.
In this conversation with Bruce Headlam, Loudon reflects on how he leaned into his upper-class upbringing when he first began performing professionally, what it was like collaborating with guitar virtuoso Richard Thompson in the 1980s, and the magical feeling of stepping on stage for the very first time.
You can hear a playlist of some of our favorite Loudon Wainwright III songs HERE.
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