My Favorite Songs of All Time: 1-20 With Commentary

Music motherfucking rules

Me

I hear the aged footsteps
Like a motion on the sea
Sometimes I turn there’s someone there
Other times it’s only me

Bob Dylan

They say that victory’s sweet
Even deep in the cheap seats

Conor Obrest

Note: This list speaks for itself, it is simply my 20 favorite songs of all time that include lyrics. For this list I have included extended commentary on each song. When I first published this list it was 110 songs long, and I will publish a full 250 this time in several installments. With the first publication, several people let me know that they had discovered new songs from it, and honestly that is the best outcomes I could have hoped for. This list does not include ambient music or jazz, two genres I also love. The list is a product of nearly 40 years of intensive music listening, so it is, at a minimum, highly curated. Thank you for reading, and may you find a new favorite somewhere here.

1. Cape Canaveral — Conor Oberst

For the first time since I began making versions of this list, I have a new number one. Conor Obrest’s Cape Canaveral has slowly, almost imperceptibly, worked its way past every other song I love. I didn’t exactly wake up one morning and decide that it was the greatest song ever. I simply noticed that I had already begun treating it that way. I return to it constantly, and it still gives me full-body chills and moves me to tears almost every time I hear it. After nearly forty years of obsessive music listening, Cape is as good of a number that I can come up with.

Conor is my number five artist of all time, and the fact that Cape Canaveral has become the song above all others that explains why. Number one. There it is. Man oh man. I didn’t see this one coming.

I have loved Cope for about eight years since I first heard it shorty after the release of the record it is on, Conor’s solo self titled debut from 2008. It is in my opinion his most beautiful and moving song. Conor also wrote my number 13 favorite song, Easy/Lucky/Free, which I write about below. Cape Canaveral uses the space program—those televised launches from decades ago, the spectacle of rockets lifting off into the unknown—as a proxy for growing up in America in the latter part of the 20th century. It’s about distance, aspiration, and the strange way in which memory reshapes people and moments over time.

It is one of the most gorgeous American songs ever written. “I watched your face age backwards / changing shape in my memory / you told me victory’s sweet / even deep in the cheap seats.” This is one of the loveliest passages ever set to music. Oberst is doing something subtle and devastating here—he’s taking the language of triumph and reframing it from the margins. Victory’s sweet even deep in the cheap seats is not a grand statement, however it is oddly triumphant. It’s about making meaning over time, with partial access, and moving from watching to participating.

That’s what the whole song feels like: an attempt to construct something lasting out of fragments—TV images, half-remembered conversations, the emotional residue of growing up. The rockets go up, but the song stays grounded in what it felt like to watch them, to want something more without knowing exactly what that “more” was. Full body chills every time. Conor is my number three artist of all time, and Cape Canaveral is exactly why.

2. Leaving LA — Father John Misty 

As of recently, “Leaving L.A.” is my second favorite song of all time. I first heard it when Father John Misty released Pure Comedy in 2017, and I can remember almost exactly where I was. I was walking after work, headphones on, going down the stairs at a train station on my way to a Starbucks. I have had exactly two genuine musical epiphanies in my life. The first came in the summer of 1991, when I heard Bob Dylan’s acoustic “Every Grain of Sand”—the famous barking-dog version—on The Bootleg Series Volumes 1–3. The second came walking down those stairs listening to “Leaving L.A.” The song absolutely fucking flooded me.

And it is a motherfucker of a song. Thirteen minutes long, mostly acoustic, essentially one enormous unfolding narrative, and utterly unconcerned with whether you have the patience to follow it. Misty moves through his accelerating fame and his profound ambivalence about the same; Los Angeles and the absurdity of being a successful singer-songwriter there; marriage; self-mythology; artistic pretension; mortality; and his own suspicion that perhaps writing a thirteen-minute acoustic song about all of this is itself ridiculous. He even takes a drive-by at Amy Grant and contemporary Christian music along the way. Nobody is safe, least of all Father John Misty.

One of the song’s funniest passages is his description of music that sounds like “dollar signs and Amy Grant,” part of a larger assault on commercially manufactured profundity. But the jokes never exist merely as jokes. Misty keeps using comedy to approach things he cannot quite approach straight on. The strangest and best example is his childhood story about nearly choking to death on watermelon candy while shopping with his mother. An apparently ridiculous memory suddenly opens onto mortality: the adult artist looking backward at the child who could simply have ceased to exist right there, before any of the fame, records, marriage, drinking, jokes, or bullshit ever happened.

That movement—from comic digression into something unexpectedly frightening or tender—is the song’s great trick. “Leaving L.A.” keeps wandering away from its subject only to reveal that the wandering is its subject. This is a song about the stories we construct around ourselves, and about the increasingly absurd position of a man becoming famous for constructing stories about himself while simultaneously distrusting the entire enterprise.

And then the song closes movingly by bringing all that sprawl back down to two people and the possibility of another life: he could quit drinking; she could write her script. Yeah, right. As of this writing, I have no real clue whether Father John Misty has quit drinking, and no idea whether his best girl ever wrote that script. I hope so. What matters inside the song is that for a moment another version of their lives becomes imaginable—less spectacular, perhaps, but also less ridiculous. After thirteen minutes spent exploding his own mythology, Misty ends with something remarkably small and human.

I keep this one beside me at all times. It is one of the handful of songs I love falling asleep to, partly because its length and pace allow me simply to disappear inside it. Sometimes I make it to the end and sometimes I don’t. It hardly matters. I love this song and every line in it.

“Leaving L.A.” is the towering centerpiece of Pure Comedy, and it is by some distance my favorite Father John Misty song. There are plenty of others I greatly enjoy—“I’m Writing a Novel,” “The Night Josh Tillman Came to Our Apt.,” “Hollywood Forever Cemetery Sings,” “Chateau Lobby #4 (in C for Two Virgins),” “Mr. Tillman,” and “Nancy From Now On” among them—but none has ever hit me remotely like this one.

Thirteen-minute acoustic songs are not generally how one goes about acquiring casual listeners. Fine. If you are a literate music fan with any tolerance at all for the long, digressive, dirge-like form, give it thirteen minutes and let the bastard work on you. It has been working on me since the first time I heard it walking down those train-station stairs.

Number two. Father John Misty fucking rules.

3. Cruiser — Red House Painters

“Cruiser” is my third favorite song of all time. It narrowly nudges out Whiskeytown’s glorious “Houses on the Hill” and Craig Finn’s absolutely amazing “It’s Never Been a Fair Fight.” Right now I have it placed just behind “Leaving L.A.,” but damn, is it close. Full-body goosebumps. Tears. The whole fucking thing.

Like “Leaving L.A.,” “Cruiser” is a long song, and it has absolutely no interest in hurrying. It seems to be about the singer’s love for, or fascination with, a Japanese woman living in Los Angeles. According to the song, she possesses the “biggest smile from Tokyo,” and she came out to Los Angeles five years earlier. So there we are: Kozelek, a recent Japanese transplant, Los Angeles, and a car. That is more than enough to build a world.

The song meanders and takes its time. Along the way we get a tour of Los Angeles as it existed when Kozelek wrote it: driving around, streets and neighborhoods passing by, the city experienced not as a collection of landmarks but from inside a moving car. That matters. “Cruiser” really does cruise. It has the strange floating quality of driving around a city with nowhere particularly urgent to be, when the person beside you and whatever is coming through the speakers become more important than the destination.

And naturally, music is part of the landscape. One of the things I have always loved about artists like Kozelek is that beneath all the songwriting, mythology, and accumulated weirdness, they remain genuine music fans. Kozelek has spent his entire career listening, absorbing, interpreting, and arguing with other people’s songs. He has covered AC/DC, Modest Mouse, John Denver, Kris Kristofferson, Paul McCartney, and many others, often transforming the source material so completely that the cover becomes a Kozelek song.

I especially love his version of AC/DC’s “Rock ’n’ Roll Singer.” The original is a little too goofy for me; Kozelek strips away the attempted humor and plays the thing completely straight. Under the Red House Painters name, he recorded an acoustic version, and later, under his Sun Kil Moon moniker, he returned to it electrically. Suddenly what had been a cocky young rock song becomes something closer to a statement of purpose: this is what I wanted to become, and this is what I became. His cover of Modest Mouse’s “Never Ending Math Equation” is similarly amazing. Kozelek is an incredible singer, but he is also an extraordinary interpreter of the rock-and-roll canon.

And that musical consciousness matters in “Cruiser,” because the song feels partly like Kozelek constructing his own little canon in real time: the woman, the car, Los Angeles, whatever is playing, memory already forming while the experience itself is still happening. The city becomes inseparable from the music, and the music becomes inseparable from the person sitting beside him.

There are many Kozelek songs I love, and several more will appear below. “Have You Forgotten,” “Michigan,” “Japanese to English,” “Rock ’n’ Roll Singer,” and others all have legitimate claims on me. But “Cruiser,” for my money, stands head and shoulders above the rest.

It is romantic without being sentimental, sprawling without becoming shapeless, and beautiful without seeming to work particularly hard at being beautiful. It just rolls along until somehow you realize it has completely fucking destroyed you.

Number three. My man.

4 (t). Houses on the Hill

“Houses on the Hill” appears on Whiskeytown’s 1997 masterpiece Strangers Almanac. Until about a month ago, I was convinced that Strangers Almanac was by far Whiskeytown’s best record. Their final album, Pneumonia, is great too, of course, and contains “Jacksonville Skyline” as well as the absolutely glorious and unbelievably beautiful ballad “My Hometown.” But recently I’ve been getting deep into their 1995 debut, Faithless Street, and today I consider it every bit as good as Strangers Almanac. Songs such as the title track, “Lo-Fi Tennessee Mountain Angel,” and “Mining Town” stand out, along with many others.

However, it is “Houses on the Hill” that remains my very favorite Whiskeytown song.

The lyric is simply wonderful. The song reaches backward into another generation and constructs an entire vanished life out of photographs, letters, houses, war, and memory. My favorite moment comes when the narrator describes a young man being sent off to World War II. He leaves behind the woman he loves and carries her picture with him when he goes ashore. That tiny sequence absolutely destroys me. Ryan Adams can toss off an image like that almost casually and suddenly an entire life—love, separation, war, mortality—is sitting there inside a couple of lines.

Motherfucking full-body goosebumps. Full-body tears.

A lot of songs make me cry, and “Houses on the Hill” is right near the top of the list. Part of its power is how little it insists upon itself. There is no giant emotional announcement. Adams and Caitlin Cary, who co-wrote the song, simply let these remnants of somebody else’s life accumulate until the emotional weight becomes almost unbearable. It is a song about what survives people: houses, photographs, letters, stories—and the people who come afterward trying to reconstruct what those objects once meant.

I especially love the live-in-the-studio version included with the deluxe Strangers Almanac. The studio version is great. I love the studio versions of virtually all my favorite songs, obviously. But for whatever reason, I tend to love live versions even more, and this one is no exception. The performance was recorded for KCRW in September 1997, and it opens the song up beautifully; even the instrumental ending seems to let some additional air into the story. 

Ryan Adams has gone on to have an almost absurdly prolific career. His official discography already runs to dozens of releases, beginning with his solo debut Heartbreaker in 2000 and continuing right through new music in 2026. Heartbreaker contains “Oh My Sweet Carolina,” another of my favorite Adams songs and one that appears later in this list. There are many, many others.

But for now, “Houses on the Hill” remains my favorite Whiskeytown/Ryan Adams song by a little ways.

It simply fucking rules. Stay tuned.

4 (t). It’s Never Been a Fair Fight

5. Tulsa Queen — Emmylou Harris.

For years, “Tulsa Queen” was my answer to the question “what is the greatest song ever.” It was number one I thought. Don’t bother asking me again. And then, eventually, Cape Canaveral by Conor Obrest slipped past it. Barely. This isn’t really a demotion so much as the smallest possible movement inside the topmost tier: Tulsa Queen remains one of the most overwhelming pieces of music I have ever heard, and Emmylou Harris remains, for my money, the greatest vocalist who ever lived.

Then straight into:

I get full body chills and my eyes well up with tears every time I hear it…

The existing conclusion needs the corresponding tiny adjustment. Instead of “The GOAT. Pure legend. Full stop,” which contradicts #2, I’d go:

For a very long time, Tulsa Queen was the GOAT. Now it is number five. Nothing about the song has changed. I did. It is still absolutely legendary. Always will be.

I get full body chills and my eyes well up with tears every time I hear Tulsa Queen. Emmylou is the greatest vocalist of all time by far, and Tulsa presents the clearest evidence—not because it’s flashy or showy, but because it is so perfectly, devastatingly controlled. She doesn’t overpower the song; she becomes it. The song starts—“I saw the train/ in the Tulsa night/ calling out my name/ looking for a fight”—and it’s just pure magic. Just unbelievable. The phrasing, the restraint, the sense that the story is already in motion before you’ve even arrived—there is nothing like it. You’re not being introduced to a narrative; you’re being dropped into the middle of one that already feels lived-in and already carries weight.

What makes Tulsa Queen so overwhelming is that it distills everything that makes Emmylou Harris who she is as an artist across her entire career: the fusion of country, folk, and rock sensibilities; the emotional clarity; the ability to inhabit a character without ever losing the self; the sense that every line has been earned. From her earliest work through her later records, she has always been able to locate the emotional center of a song with uncanny precision, but here she doesn’t just locate it—she holds it, perfectly, for the entire duration. It exists in the same emotional universe as something like “Boulder to Birmingham”—another wonderful, better-known masterpiece—but Tulsa Queen goes deeper.

Where “Boulder” is open grief, expansive and communal, Tulsa Queen is interior, private, almost dangerous in how close it lets you get to the narrator’s unrest. It feels less like a performance and more like a confession you were never meant to overhear. There are no words in any language to fully describe the feeling of listening to Tulsa Queen. That’s not hyperbole; it’s recognition. The song operates at a level that bypasses explanation and goes straight to the nervous system. It doesn’t ask to be analyzed—it insists on being felt. Emmylou baby you remain the GOAT.

6. Faded — Afghan Whigs.

The Afghan Whigs’ lead singer Greg Dulli does something remarkable of Faded, which is blend swagger, menace, mystery, bravado, and also deep insecurity in one package. Seeing the Whigs play this as the encore at the Paradiso in Amsterdam in 2017 was one of the highlights of my life. It lands as an encore because it has to—it’s the only place a song like this can go. It doesn’t just end a set; it empties it out. Faded closes Black Love, which is not just an album but a fully realized world—cinematic, shadowy, saturated with urban crime, bad decisions, and the kind of late-night moral drift that never quite resolves.

Across the record, songs like Going to Town and Honky’s Ladder are all forward motion and attitude, pure swagger on the surface. But that swagger always feels a little overextended, like it’s covering something fragile underneath. By the time you get to Faded, the cover is gone. What’s been hinted at all along—doubt, damage, a kind of spiritual exhaustion—comes fully into view. There is no mystery as to why this has been the encore for every Whigs show for 30 years.

When Dulli asks to be lifted out of the night, to have someone look down and see the mess he’s in, it doesn’t feel performative. It feels exposed. The bravado is still there, but it’s cracked open, and what comes through is something far more human and far more dangerous. Not only is this the best Afghan Whigs song, Black Love is their best album by a mile. Everything they do well converges there—the mood, the storytelling, the tension between control and collapse—and Faded is the final, perfect release of that tension. He is a genius and the motherfucking man, and Faded is the best of many great Whigs songs. A worthy inclusion at number seven.

7. My Life Is Sweet — Simon Joyner.

“Met the drinker for a drink/ back when I was drinking everything but the kitchen sink”—and sure enough this song is about drinking, and drunks. Joyner’s friend is an alcoholic, and at the time of writing so is Joyner. They go to a bar and sit together, talking a little, mostly not, letting the night pass in that particular way that only two people who know each other well can manage.

Ultimately, this song is about male companionship, and how a quiet drink with a quiet friend can be life-saving when you really need it. Joyner takes a taxi home—drunk, or hungover, or somewhere in between—and collapses on the floor. And then the song ends with that extraordinary sequence where the city drops away, becomes something almost beautiful from a distance, and he arrives at that fragile, hard-won conclusion: my life is sweet. Anyone who is, or has been, a drinker will immediately recognize what Joyner is doing here—he is rationalizing the unrationalizable, but at the same time he’s not lying about it.

Is drinking so, so sweet? Yes and no, of course—and that tension is the point of this truly magnificent song. Part of what makes Joyner so compelling is how deeply rooted he is in the Omaha scene that would later produce Conor Oberst. Joyner is the elder figure there—born in 1971, a few years ahead of Oberst, who came up in the early ’80s generation—and his influence on Conor is both documented and unmistakable. Oberst has cited Joyner as a major influence, and you can hear it: the diaristic honesty, the willingness to let a song feel unfinished, the comfort with contradiction.

Joyner was mapping that terrain before it had a name, and before it had an audience beyond the local. He’s also massively underrated. He has other great songs—Fearful ManOne for the Catholic Girls—but My Life Is Sweet feels like the purest distillation of what he does best. There’s no artifice, no attempt to resolve the contradictions he’s living inside. Just a voice, a night, a friend, and the uneasy grace of getting through it. Anyone who’s been there knows: that’s more than enough.

8 (T). Never Aim to Please — Bash and Pop

Tommy Stinson, the bassist from The Replacements—went on to have, in my opinion, an even better solo career than the band’s lead singer Paul Westerberg. And considering that Westerberg is a genius and an absolute legend, this is saying something.

Stinson was barely out of childhood when the Replacements were at their peak—a teenager holding down the low end in one of the most chaotic, brilliant bands of their era. That early immersion shows up everywhere in his later work: the instinct for melody, the looseness, the sense that a song should feel lived-in rather than perfected. But what’s striking about his post-Replacements career—through Bash & Pop and his solo records—is how much he refines that instinct. The pure thrash and glorious sloppiness of early Replacements material gives way to something sweeter, more polished, but never sanitized. The edges are still there; they’re just better framed.

Never Aim to Please comes from Bash & Pop’s first record, Friday Night Is Killing Me, and Stinson has alternated between Bash & Pop releases and solo records over the 35 years since the Replacements broke up. In the first verse, Stinson sings about the absence of a point of view, and that marvelous line always reminds me of Westerberg’s writing on “Someone Take the Wheel”—that same sense of dislocation, of trying to find footing in a world that keeps shifting under you. There’s a great anecdote from Westerberg that early on, the Replacements pretended to hate The Rolling Stones—it was part of the pose, the punk posture. But it was just that: a pose. They actually loved the Stones.

And you can hear that lineage clearly in Stinson’s work. For all of his originality, he’s very much working in that classic rock tradition—songcraft, groove, emotional directness—but he does it in the best possible way, without nostalgia or mimicry. It feels inherited, not borrowed. Stinson may not claim to have a point of view in this song, but he’s been a remarkable curator and keeper of the Replacements’ legacy, especially as Westerberg has retreated from the music scene over the last decade. There’s a quiet authority in that, a sense of continuity that runs through his work. And the song itself? It just fucking kicks. It hits me in all the feels every time, and it is a worthy number nine.

9. A Bathtub in the Kitchen — Craig Finn.

My favorite of many possible Finn contendersBathtub is about friendship, guilt, redemption, betrayal, and mostly about thankfulness. It’s the greatest song ever written about New York City and also about moving to a big city in general. Finn compresses an entire early chapter of a life into a few lines—the arrival, the uncertainty, the desperation to be claimed by the city, and the friend who makes that possible by opening his door. That friend—Francis—is the emotional center of the song. Twenty years earlier, he’s the one who shows the narrator the ropes, lets him crash on the couch, gives him a foothold when he doesn’t have one. He is, in a very real sense, the reason the narrator makes it at all. And now, in the present of the song, Francis is down and out, struggling, a diminished version of the figure who once seemed stable and generous.

What makes the song hit so hard is the narrator’s response to that reversal. There’s hesitation, even avoidance. He tries, briefly, to pass the responsibility off—to suggest that someone else, someone more put-together, might be in a better position to help. It’s a small moment, almost throwaway, but it reveals everything: the discomfort, the guilt, the instinct to deflect when confronted with a debt that can’t really be repaid. Because that’s the truth the song circles around—some debts can’t be repaid. Not cleanly, not proportionally.

In the end, the narrator does give Francis money—two hundred bucks—but it lands with a kind of quiet insufficiency. It’s something, but it’s not enough, and it never could be. You can’t square that kind of ledger. You can only acknowledge it. And that’s where the thankfulness comes in. Not as a resolution, not as a way of tying things up neatly, but as a recognition that what was given mattered, even if what is returned will always fall short. Finn doesn’t offer redemption in the traditional sense. He offers something more honest: awareness, discomfort, and the attempt—however partial—to do right by someone who once did right by you. It’s a stunning, stunning song and an absolutely worthy number nine.

10. Dreadful — The Violet Burning

“Dreadful” by The Violet Burning fucking slaps. That’s really all there is to it. It just slaps. So damn hard.

The song is only two minutes and twenty-eight seconds long, and it is just totally dialed in. There’s no wasted motion, no long setup, no attempt to turn itself into something grander than it needs to be. It comes in, kicks ass, and gets out. I spend a lot of time in hotels and if “Dreadful” is playing when I leave the room, I usually leave it playing as loud as I can for, as I like to say, my good angels. Angels rule. Why not?

The Violet Burning are a criminally underrated band. Basically nobody today knows who they are, but I do, and I have loved them for years. The band began around 1990 in Orange County, California, and from the beginning the central figure has been singer, guitarist, and songwriter Michael Pritzl. The musicians around him have changed repeatedly over the decades, but Pritzl has remained the constant—the voice, songwriter, guitarist, and creative mainspring of the whole enterprise. 

And what an enterprise it has been. Pritzl has made more than twenty albums, EPs, and live recordings under The Violet Burning and related names, toured relentlessly through the United States and Europe, and somehow maintained a fiercely loyal audience while remaining almost completely outside the mainstream. Their early sound drew from post-punk and alternative rock—The Cure, U2, Echo & the Bunnymen—and over time expanded into the huge, atmospheric guitar music that has over time became unmistakably theirs. 

The Violet Burning came out of the Christian alternative-rock world, although Pritzl has never exactly fit comfortably inside that box. That puts him in the same broad lineage as people like Larry Norman, Gene Eugene, and Michael Knott: artists for whom faith was part of the work but never sufficient to explain the work. The music is too strange, too wounded, too beautiful, and often simply too fucking loud for that. Pritzl himself has always seemed interested in the collision between devotion and doubt, beauty and damage, transcendence and straight-up rock and roll.

R.I.P. Gene Eugene, the man. And R.I.P. Michael Knott, the motherfucking badass of all badasses.

In addition to being hugely underrated, parts of The Violet Burning catalog remain frustratingly difficult to find on the major streaming services. That is a real shame, because this is precisely the sort of band that should be continually rediscovered. They built an enormous body of work without ever becoming remotely as famous as the quality of that work deserved. Even at their commercial peak they were essentially an independent proposition, building their audience through touring and word of mouth rather than anything resembling mainstream success. 

I wish more people knew The Violet Burning. I wish more people heard these songs.

My number two Violet Burning song is “Gorgeous,” which we’ll get to a little later. That song is enormous, emotional, and glorious in an entirely different way. But for now, “Dreadful” is the one.

Two minutes and twenty-eight seconds. Nothing wasted.

Number ten.

This bad boy fucking slaps.

11. The Traitor — Leonard Cohen

Cohen’s early career began not as a songwriter but as a poet and novelist—already established in literary circles before he ever stepped into popular music. When he moved into song, it wasn’t a reinvention so much as a translation. Early breakthroughs like Suzanne and later Bird on the Wire introduced a voice that felt unlike anything in contemporary pop: formally literary, emotionally restrained, but spiritually enormous.

Across a career that stretches from that early poetic minimalism to late-period gravity, Cohen repeatedly returned to the same emotional territory in different registers. Seems So Long Ago, Nancy carries quiet tragedy without spectacle. Death of a Ladies’ Man leans into chaos and contradiction. Alexandra Leaving and That Don’t Make It Junk show a late-career clarity—less ornament, more acceptance. And then, right at the end, The Night of Santiago from Thank You for the Dance—completed after his death by his son Adam—feels like a final echo rather than a conclusion, as if the voice is still resolving even after it has stopped.

But it is this passage that sits at the center of everything: “I told my mother, mother I must leave you / preserve my room and do not shed a tear / should rumor of a shabby ending reach you / it was half my fault and half the atmosphere.” Quite possibly the greatest verse ever set to paper.

There is something almost unbearable in its tenderness—the attempt to leave without destroying what you came from, to depart without turning departure into permanent damage. “Preserve my room” is not a realistic request; it is a desire for time to stop, for memory to remain untouched while the self moves forward into uncertainty, drift, and likely failure.

Cohen does something very few writers ever manage: he distributes responsibility without dissolving it. “Half my fault and half the atmosphere” is not an excuse—it is an ethics of existence. The self is accountable, but so is the world that formed it. There is guilt here, but no self-pity. There is clarity, but no absolution. He is naming the condition of being human with a precision that feels almost too large to hold. And what makes the song extraordinary is that it refuses resolution. Cohen never tries to solve the tension he has introduced. Instead, he inhabits it fully.

Across his work—from the early poetic breakthrough to the late songs of acceptance and erosion—he speaks to the quester, the striver, the poet, and the mystic in each of us. Not by offering answers, but by dignifying the act of searching itself. Leaving, longing, failing, seeking—these are not problems to resolve, but conditions to endure with awareness. His voice carries all of it: resignation, yearning, and a kind of quiet, unbreakable grace.

His best by a mile. Simply marvelous.

12. Gorgeous (live)— The Violet Burning

“Gorgeous” is gorgeous. It is gorgeous, as indicated by the title, and probably one of the most gorgeous songs ever recorded. This is my number two favorite Violet Burning song, as indicated in my discussion of “Dreadful” above. The Violet Burning is a criminally underrated band. I will never understand how they don’t have a bigger footprint. They deserve to be widely recognized and appreciated.

While Dreadful is almost certainly the slappiest song of all time, if that is a thing, Gorgeous is absolutely one of the sweetest. It starts with Michael Pritzl, the band’s lead singer and creative center, singing, “I swear it was the Fourth of July.” Oh yeah, Michael? Are you sure? Okay, baby, whatever you say. So yeah, it’s the Fourth of July: patriotism, mom and pop, apple pie, fireworks—the whole nine. But Pritzl immediately turns all of that American iconography into the language of romantic awe. The fireworks aren’t really the point. The person he is looking at is.

And then the song eventually delivers its payoff: baby, you’re so gorgeous.

Motherfucker.

Of course.

Gorgeous originally appeared on Demonstrates Plastic and Elastic, released in 2001, one of the strangest and more adventurous records in The Violet Burning catalog. The album moves between glam, alternative rock, electronics, enormous guitars, and quieter atmospheric material, with Gorgeous arriving towards the end. It is a perfect example of what makes Michael Pritzl such an unusual songwriter: underneath all the sonic experimentation is a deeply sincere romantic. He can build a wall of noise around a feeling, but he never seems embarrassed by the feeling itself.

Pritzl has described honesty and vulnerability—including honest conversations about God and ordinary human life—as central to what the band does. He specifically included Gorgeous among the songs on Demonstrates Plastic and Elastic that embody that impulse. That combination—spiritual yearning, romantic yearning, distortion, beauty—is basically the Violet Burning universe in miniature.

And Gorgeous has endured. It remained important enough to the band to appear late in sets and sometimes close them many years after its release. I particularly love the live versions because Pritzl can stretch the song outward until what begins as a simple declaration of attraction becomes something much larger. The sweetness survives the volume. If anything, the volume makes it sweeter.

That is also why I can put Dreadful and Gorgeous this high on the same list without feeling remotely repetitive. They represent opposite poles of what I love about this band. Dreadful fucking slaps. Gorgeous fucking glows. One makes me want to turn the stereo up until the walls shake; the other reminds me that sometimes the most effective thing a songwriter can do is look at another human being and say the simplest possible thing: you are gorgeous.

And Michael Pritzl makes me believe him every goddamn time.

13. Albuquerque Mark Kozelek (Neil Young Cover)

Well, they say that Santa Fe
Is less than ninety miles away
And I got time to roll another number and rent a car
Oh, Albuquerque.

Oh my God, Neil. What are you doing to me? Neil, baby, you’re breaking my heart. Neil, shut the fuck up.

“Albuquerque” appears on the back end of Neil Young’s 1975 record Tonight’s the Night, immediately before “New Mama.” “Roll Another Number (For the Road),” with which I constantly confuse it for reasons that will shortly become obvious, appears a few songs earlier. Tonight’s the Night, as many readers will remember, is Neil’s record most haunted by death. It was largely recorded in 1973 but held back until 1975, and the deaths of Crazy Horse guitarist, singer, and songwriter Danny Whitten and Young’s roadie Bruce Berry hang over the entire thing.

Berry is famously eulogized in the two versions of “Tonight’s the Night” that bookend the record: “Bruce Berry was a working man / He used to load that Econoline van.” Neil, my man.

Obviously Neil Young loved Bruce Berry and Danny Whitten. He basically wrote an entire record out of the grief that followed their deaths. Tonight’s the Night is consequently a strange, ragged, drunken, grief-stricken motherfucker of a record. It sounds at times as though everybody involved is barely holding the thing together, which is exactly why it works.

Tonight’s the Night also includes one of the first Neil Young songs I ever heard, “Tired Eyes,” with the stone-cold classic opening: “Well, he shot four men in a cocaine deal / And he left them lying in an open field / Full of old cars with bullet holes in the mirrors.”

Neil. Bullet holes in the mirrors? Really, baby? Again: oh my.

In any case, I often get “Albuquerque” and “Roll Another Number” confused, simply because “Albuquerque” itself contains the line, “So I’ll roll another number for the road / I feel able to get under any load.” Obviously Mr. Young was rolling his own during this period.

Probably other periods too.

But my favorite lines from “Albuquerque” are these: “So I’ll stop when I can / Find some fried eggs and country ham / I’ll find somewhere where they don’t care who I am.”

Motherfucker.

By 1975, Neil Young was already a global superstar. He was massive in his native Canada, massive in the United States, and increasingly massive around the world. In his wonderful song “Don’t Be Denied,” Young writes about reaching that point—record executives suddenly all over him and the band when all he really wanted to do was play rock and roll. Neil, fucking do it.

And that context is part of what makes “Albuquerque” so moving. This is a famous man singing about wanting to disappear. He doesn’t want the record company, the expectations, the mythology, or apparently anybody asking where the hell Neil Young is. He wants to get into a car, roll another number, eat some fried eggs and country ham, and go somewhere where nobody cares who he is. It is an almost comically modest fantasy of escape, which is precisely why it works.

And then there is Mark Kozelek. I love Neil Young’s original, obviously, but it is Kozelek’s cover that gets the spot on this list. Kozelek has always been a magnificent interpreter of other people’s songs—AC/DC, John Denver, Modest Mouse, Paul McCartney, Kris Kristofferson, and many others—and he understands exactly what makes “Albuquerque” work. He doesn’t try to improve Neil Young. He slows everything down, opens up the spaces between the words, and lets the loneliness that was already buried in the song come completely to the surface.

That is what the best covers do. They don’t replace the original; they reveal something that was already there. Neil Young wrote a great song about escape. Mark Kozelek heard the loneliness inside the escape and made it almost unbearably beautiful.

Fried eggs. Country ham. Nobody caring who you are. Sometimes that is the whole fucking dream.

Neil, my man. My god what an amazing song.

14. Oh My Sweet Carolina — Ryan Adams

One of the most beautiful and sad songs in modern American songwriting. The record Heartbreaker—Adams’ solo debut after his run fronting Whiskeytown—remains his peak for many listeners. It’s also the album where everything still feels unforced: the writing, the pacing, the emotional exposure. Later records like Gold brought wider recognition, and something like Chris gets close in flashes, but Heartbreaker has a coherence of mood that he never quite replicated.

What defines Oh My Sweet Carolina is its dual perspective. On the surface, it’s a travel song—young man on the road, drifting through cities like Cleveland, accumulating damage, spending energy and money with a kind of reckless momentum that feels both chosen and inevitable. But underneath that motion is something much older: a pull backward, toward origin, toward a place that isn’t just geographic but emotional. North Carolina isn’t just home—it’s coherence.

The Cleveland passages (“So I went on to Cleveland and I ended up insane/ I bought a borrowed suit and learned to dance/ And I was spending money like the way it likes to rain/ Man, I ended up with pockets full of cane”) carry that classic Ryan Adams contradiction: charm and collapse in the same breath. The narrator moves through instability with the confidence of someone still convinced that motion equals meaning, even as that belief is starting to fail him. It’s the sound of someone learning, mid-stream, that movement alone doesn’t resolve anything. And then the emotional center of the song reveals itself: (Oh mw sweet Carolina/ what compels me to go/ oh, my sweet disposition/ may you one day carry me home), the longing not just to return, but to be returned in one piece. Not improved, not transformed—just intact.

This is where the collaboration with Emmylou Harris matters. Her voice doesn’t decorate the song; it stabilizes it. It sounds like witness. Adams has written other songs that brush this same emotional territory—English Girls ApproximatelyOh My God, Whatever, Etc.Still a CageBirmingham—but none of them quite hold the same balance of youth and exhaustion, romance and reckoning. Oh My Sweet Carolina feels like a hinge between those states: a young man already speaking like he understands what the older version of himself will miss. It’s a debut record moment that feels strangely final. A song about going forward that only makes sense when you understand what it costs to leave things behind. A truly majestic entry—and a worthy entry here at fifteen.

15. (T) Montreal Rock Band Somewhere — Happyness

“Montreal Rock Band Somewhere” is totally out of control. Of course it is. What else can you say about a song that contains the lyric, “I’m wearing Win Butler’s hair / There’s a scalpless singer of a Montreal rock band somewhere”? Win Butler is, of course, the lead singer of Arcade Fire, who suck.

They suck.

Arcade Fire hit the big time with Funeral, released in 2004. I like Funeral okay, but I haven’t listened to it in more than a decade, and I probably never will again. It just isn’t my speed. It sounds to me like a concept record: operatic, overblown, and the production lets it down at every turn.

So yeah, I don’t like Arcade Fire.

However, Happyness is massively underrated. Other than The Violet Burning and maybe Daddy Issues, Happyness is, to my mind, the most underrated band of all time. And that is saying something.

“Montreal Rock Band Somewhere” runs 5:04, and it is a sprawling guitar workout that somehow feels much bigger than its running time. The Happyness boys can really fucking play. That sometimes gets obscured by how funny they are, and by the deliberately tossed-off quality of the whole operation. The songs can sound as though three guys wandered into a room, made each other laugh, picked up their instruments, and accidentally recorded something brilliant. But listen underneath the jokes: these guys know exactly what they are doing.

There is also some weird history surrounding the song’s placement. Weird Little Birthday was originally released in the UK in 2014 as a 13-song record without “Montreal Rock Band Somewhere.” The expanded 2015 release added four bonus songs, with “Montreal” coming immediately after what had originally been the album closer, “Monkey in the City.” That expanded record also contains “Orange Luz” and the wonderfully titled “Refrigerate Her,” but those were already part of the original album. 

I am fascinated by song order on records, and I spend a ridiculous amount of time thinking and writing about it. “Janie Jones” goes first. “Rocks Off” goes first. Some songs simply announce themselves as openers or closers. “Montreal Rock Band Somewhere” feels to me like a closer: sprawling, funny, strange, guitar-heavy, and just unresolved enough to leave the record hanging in the air after it ends.

There are plenty of other great songs on Weird Little Birthday, including the title track and “Leave the Party.” In “Leave the Party,” for example, the narrator proposes killing everyone at the party and then heading home.

Really, baby? You’re going to murder the whole party and just jet like that? Settle down. Take a shower. Think things through. Not the best move perhaps.

They followed the debut with Write In in 2017 and eventually Floatr in 2020, a much slower, denser, stranger record. I like Floatr, but it is not an easy record to get into. The immediacy and wiseass humor of Weird Little Birthday are still there in places, but everything feels more submerged. It is the sort of record that asks you to come toward it rather than coming toward you.

And maybe that helps explain why Happyness never really broke through. They were always slightly sideways to whatever might have made them commercially successful. They can write hooks, they can make enormous guitar noise, the songs are genuinely beautiful, and they are extremely funny. However for some reason they never seemed particularly interested in making things easy for their audience. Even their best songs tend to wander around, stop somewhere unexpected, make a joke, get sad, and then suddenly fucking explode.

“Montreal Rock Band Somewhere” contains almost the entire Happyness proposition in five minutes. It is funny without being a novelty song, melancholy without announcing itself as melancholy, and loose without actually being sloppy. Beneath the Win Butler joke is a genuinely beautiful piece of guitar music made by a band that understood exactly how much room a song sometimes needs.

They never became Arcade Fire. Good. I’ll take Happyness every day of the week.

15. (T) Crushed Out — Bad Moves

17. Caribbean Wind — Bob Dylan

18. (T) Center of Asia — Paul Pena 

19. (T) Rocket and a Bomb — Michael Knott

This is Knott’s best-known—and, for many people, only known—song. It’s the one that traveled beyond the small, fractured world he spent his career navigating, the one that people who don’t know the rest of his catalog can still recognize. And that’s fitting, because it captures almost everything that made him singular. Knott never fit comfortably inside the Christian rock community that was supposed to be his home. He clashed with labels, bounced from one situation to another, tried repeatedly to start his own imprints just to maintain control of his work, and spent much of his career existing in the margins of an already marginal scene. There were too many expectations, too many rules about what a “Christian artist” was supposed to sound like, what he was supposed to say, how cleanly he was supposed to resolve things. Knott refused all of it.

You can hear the lineage—artists like Larry Norman laid some of the groundwork—but Knott is no inheritor in the traditional sense. He’s a total original. Where Norman and others often leaned toward proclamation, Knott leaned into contradiction, mess, unresolved tension. He wasn’t interested in presenting faith as an answer; he was interested in showing what it felt like to live inside it when the answers didn’t come.

His career reflects that restlessness. From the early chaos of Popsicle and Popsavers, through the darker, more aggressive phases of L.S. Underground and LSU, into his solo work and projects like Aunt Betty’s, Knott kept shifting forms, refusing to settle into anything that could be easily categorized. The sound changed, the bands changed, the labels changed—but the core impulse didn’t: tell the truth as he experienced it, even if it didn’t line up with what anyone wanted to hear. Rocket and a Bomb distills all of that into something deceptively simple. There’s humor in it, almost absurdity—“Mr. God, is there a Ms. God? Can she help me find a job?”—but it lands because it’s so nakedly real. This is a man of Christ who is also a man of the world, standing in the gap between those identities, not reconciling them but living them both at once. He’s not asking for salvation in the abstract; he’s asking for something immediate, practical, human. He just needs a goddam job.

That tension runs through everything he ever said and did. His line—“I know Christ. It doesn’t make me good; it doesn’t make me bad; it doesn’t make me anything. It just means I know Christ.”—might be the clearest articulation of his entire ethos. Faith is not a moral upgrade, not a solution, not a transformation you can point to and quantify. It’s a relationship, and relationships are messy. So what is a rocket and a bomb? They’re things most people don’t get to touch. Power, transcendence, impact—forces that exist beyond the everyday. The narrator wants a job, something stable, something achievable. But he also wants more. He wants access to something larger, something explosive, something that breaks the limits of an ordinary life. Knott lived that contradiction. He lived fast, pushed hard, refused to smooth out the edges that made him difficult to categorize or contain. He burned through systems that couldn’t hold him, left behind a body of work that feels both deeply personal and strangely universal. He had to.

20. There Must Be More Than Blood — Car Seat Headrest.

This is a tricky one, because it forces us to deal with a shift—not just in a song, but in an artist. My thesis is that this is Will Toledo going into a kind of relative hiding, and the song reads like a document of that transition in real time. His early work—from Beach Life-in-Death through Nervous Young Man to Sleeping with Strangers—was as direct, as exposed, as heart-on-the-sleeve as anything in the last decade of rock music. He wasn’t just confessional; he was incapable of not being confessional. He was the heart on his sleeve songwriter of his generation. You didn’t have to work to understand him—you just had to be willing to feel what he was feeling.

And then you put that next to someone like John Darnielle—super prolific, deeply lofi in his early approach, but always a little more mediated, a little more constructed. Darnielle throws his material against the wall and lets it accumulate into narrative. Toledo, at his best, just bleeds. So when Making a Door Less Open arrives, even the title signals a shift. Something is closing. Something is being sealed off. The masks—first the normal face coverings, then the Trait mask, then the gas mask—aren’t just stagecraft. They’re statements. The question isn’t “what is he hiding?” but “why does he suddenly feel the need to hide at all?” There Must Be More Than Blood sits right in the middle of that tension. You get these images of dislocation—of a life that used to feel rooted and now doesn’t. The delta, the shoreline, the houses stripped away—it doesn’t read like a literal disaster so much as an internal one. The sense of ground disappearing. Of structures—family, identity, whatever “home” used to mean—losing their coherence. He talks about wasting time, but you know that’s not true. He’s one of the most prolific songwriters around. What he’s really describing is a shift in how that time feels from the inside.

And then there’s the second movement—the red-eye flight, the self-recognition that barely qualifies as recognition at all. He sees himself, but only as an outline, a set of lines without substance. That’s the real break from the early work. The old Toledo was hyper-present, almost overwhelmingly so. This Toledo is thinning out, becoming harder even for himself to locate. So what do you do when you can’t see yourself clearly anymore? You disappear further. You become, in a sense, the Invisible Man. That’s what the masks start to feel like—not affectation, but adaptation. A way of dealing with a self that no longer feels stable enough to present directly. And if you follow that thread forward, you get to The Scholars—The Scholars—his most recent record. It’s even more oblique than Door. There are great songs there—Stay With Me (I Don’t Want to Be Alone)Equals—but they’re harder to parse, less immediately accessible. The emotional core is still there, but it’s buried deeper, refracted through more layers.

Part of that may simply be life catching up with him. Toledo dealt with serious health issues in the lead-up to that record—long COVID, histamine intolerance—and the process became more collaborative, less singularly driven. That alone changes the texture of the work. The lone voice becomes one voice among several. The signal diffuses.So There Must Be More Than Blood starts to feel like a hinge point. The moment where the old mode—pure exposure, pure immediacy—begins to give way to something more guarded, more fragmented, more difficult to access. But the core hasn’t disappeared. It’s just harder to reach. And that’s why the song matters. It captures an artist in the act of losing something essential—or at least transforming it into something less direct, less available, maybe even less comforting. Will Toledo is a mysterious guy. Deep, fragile, a little haunted, clearly carrying more than he lets on. He’s dealt with some tough stuff, and you can feel it in the way the work shifts over time. And for anyone still saying “rock is dead”—they can fuck off. There is still The Hold Steady and Car Seat Headrest making records that matter, records that wrestle with something real. You just have to be willing to meet them where they are now, not where they used to be.

The Genius Razzlekhan and the Phony Nassim Nicholas Taleb

I went home with the waitress/ the way I always do/ how was I to know/ she was with the Russians too.

Warren Zevon

Author’s Note:

Some essays begin with a thesis. This one began with me laughing so hard I nearly fell out of my chair.

When Heather Morgan—better known as Razzlekhan—was accused of participating in what was then described as the largest cryptocurrency heist in history, nearly every media outlet converged on the same joke: look how terrible her rap videos are. I saw something different. Behind all the memes was someone making deeply strange, completely sincere outsider art. Whether you think it’s brilliant, awful, or somehow both at once, there is no mistaking its originality. I have always had a soft spot for artists who refuse to color inside the lines.

The surprise, though, was Nicholas Nassim Taleb. He wandered into the story for reasons best known to himself and, in my opinion, emerged looking far sillier than the alleged crypto queen ever did. Years later I still think the real story wasn’t the memes. It was how quickly the internet decided who deserved ridicule—and how often it picked the wrong target. Razzlekhan may have been the weirdest person in the room, but weird has never bothered me. Poseurs always have. This is their story.

===== =====

This is the saga of the queen of crypto hacking Heather Morgan, aka Razzlekhan, and the shameless tail chaser and phony public intellectual (is there any other kind) Nicholas Nassim Taleb. Just so we are clear about who is who here, Taleb, the bestselling author “The Black Swan” and “Antifragile” is the villain, and Morgan, who along with her husband is accused of pulling off the largest heist in human history ($4.5 billion dollars) is the heroine. Morgan was briefly a Twitter star in late February 2022 when her alleged crimes were revealed; however her stardom was not based on her hacking prowess, but rather on what was perceived (incorrectly) to be her world-historically awful rap videos, including, but not limited, her banger “Versace Bedouin,” in which, among other things, she names herself “the crocodile of Wall Street.” Here is a taste of her work (note that the real Heather Morgan appears to be in her early 30’s, and is certainly not a grandmother. Also, the video depicts Morgan rapping around the Wall Street district of New York City with three women “dancing” behind her, one wearing large green gardening gloves and carrying a flag with a design we are unable to clearly see for the entire video):

Razzlekhan’s the name/ the hot grandma you really wanna bang/ always run the gilf game/ ever since I was fif-taneee

I’m many things/ a rapper, an economist, a journalist, a writer, a CEO/ and a dirty dirty dirty dirty ho

Better than most writers/ creepier than most girls/ weirder than most rappers/ but I still rock pearls.

Alert listeners will note the apparent Liz Phair reference to Razz’s sexual maneuvering in her teens, suggesting that there may be at least a little guile to her lyrics. But what impresses me (and I’ll just state this right out-I think Razzlekhan is a misunderstood genius) is the straight ahead sincerity of the lyrics. I mean Versace Bedouin was released before Morgan was implicated in the crypto hack and here is her dedication at the top of the song:

Never forget, weirdest is the most original/ this song is for the entrepreneurs and hackers/ all the misfits and smart slackers.

The really hardcore music fan may pick up a possible Drugstore reference from “Say Hello”:

I say hello/ to all the junkies/ the sinners and the creeps/ I say hello to all the people in this place/ I say hello /to all the drug heads/ the prostitutes and freaks/ I say hello/ to all the people in the world!

But even I don’t think Morgan is a Drugstore fan, so the resemblance is most likely coincidental. What I love about Razz’s work here is that Versace Bedouin is a simple and totally sincere statement of intent. She tells the listener exactly who she is and what she’s about. She’s a weirdo and misfit, a hacker, a probable criminal, a business owner, and a dirty ho, and she is just letting the world know. She is, as the kids say, putting the motherfucking world on blast. Razzlekhan is coming for your bitcoin, baby, lock that shit down.

And the media loved it. The Guardian wrote a long (and pretty helpful) article on Morgan with the lead “Is this the new face of organized crime? Decoding Razzlekhan, the rapping bitcoin fraudster.”

“Who is this Bitcoin crime queen” they write breathlessly “and what does she tell us about the future of organized crime?” Well Mr. Guardian, that’s a good question that maybe I can shed some light on. Morgan and her husband (who, like the rest of the uncaring world didn’t care for her rap career-Heather I’m here for you man, just reach out) stole the money, allegedly, from the platform Bitfinix but were unable to convert much of into cash or liquid assets and had to settle for Walmart gift cards instead. So that might tell you something-I’m not sure how organized the pair was.

Mr. Guardian again:

“It is hard to articulate how it feels to be alive in an age of massive wealth disparity and multiple deregulatory lines of questionable crypto minting, but I think watching an alleged Bitcoin embezzler struggle through painful rap bars in a flat-billed cap that reads ‘0FCKS’ is a good summation of the overwhelming confusion.”

But it really isn’t hard to articulate at all-it feels great, because while Heather Morgan the journalist, CEO, and dirty ho may be facing a little legal trouble, Razzlekhan the artist, in my opinion, stands unbloodied and unbowed atop the pinnacle of outsider art along with Daniel Johnston, Mayo Thompson, and the handful of other transcendent geniuses so far ahead of their time they were subject to as much ridicule as they were celebration.

(My favorite piece of music criticism ever comes from a Pitchfork review which doesn’t seem to be online anymore of The Red Krayola’s 1989 album malefactor, ade-it must have been a re-release because Pitchfork wasn’t around in ’89 of course-where the critic accuses Mayo Thompson of “playing the guitar badly, on purpose.” And it’s pretty true. The Red Krayola is out there.)

Razz herself embraces the outsider role and speaks directly to her artistic origins and sensibilities in her artistic biography:

Razzlekhan is like Genghis Khan, but with more pizzazz… No one knows for sure where this rapper’s from — could be the North African desert, the jungles of Vietnam, or another universe. All that matters is she’s here to stick up for misfits and underdogs everywhere (…) Because Razz has synesthesia, her art often resembles something in between an acid trip and a delightful nightmare. Definitely not for the faint of heart or easily offended, Razz likes to push the limits of what people are comfortable with. Her style has often been described as “sexy horror-comedy,” because of her fondness for combining dark and disturbing concepts with dirty jokes and gestures. Just like her fearless entrepreneurial spirit and hacker mindset, Razz shamelessly explores new frontiers of art, pushing the limit of what’s possible. Whether that leads to something wonderful or terrible is unclear; the only thing that’s certain is it won’t be boring or mediocre.

To my knowledge, no major media outlet even gave Razzlekhan a fighting chance; however I invite you to read the above self-description again with care. She is not in the least bit joking around. She identifies variously as a Bedouin, Turkish, a nomad, and an alien. Later in the same piece she identifies her influences as: Die Antwoord, Tierra Whack, Mickey Avalon, Salvador Dali, Diane Arbus, Hunter S. Thompson, Roald Dahl, and Charles Bukowski. This is a consistent, real, list of artists that a true outsider might well identify with. At the Razzlekhan level, the distance between greatness and awfulness is razor thin, artistic merit being, like everything else really, a circle not a line. In any case, judge for yourself — pull up a Razzlekhan video on You Tube (they are still there) and see what you think.

But what does any of this have to do with the author Nicholas Nassim Taleb? Well, it would have had nothing to do with him if our boy hadn’t chosen, with exquisitely poor judgment, to interject himself into the Heather Morgan/ Razzlekhan drama. Within hours of the heist news breaking, Mr. Taleb posted the following:

I have several things to say about this nonsense:

I. Check his use of “Attention” and the scare word “vulnerability.” Taleb thinks this message is super important and even urgent. He’s got to get it out there RIGHT NOW.

II. The story is obviously total BS. Taleb seems to have no sense of how Twitter works, and his narrative is so bizarre that he is basically begging us to roast him, which users in the hundreds did, of course.

III. Taleb gives no insight into why Morgan was DMing him. What did she want? Well, users, myself included, had a theory as to what might actually have occurred here. Occam’s Razor would suggest that at some point Morgan and Taleb began exchanging DMs, possibly on her initiative, as she was writing extensively for Business Insider and Forbes I believe, and maybe she wanted to ask Taleb something about one of his books. Taleb then pivoted into a bit of tail chasing, or, as one Twitter denizen put it slightly less crudely, he was looking for a little “bobs and vagine.” When Morgan was arrested, Taleb got spooked that somehow their DMs would leak, so he concocted a ridiculous cover story almost (but not quite) as stupid and unbelievable as Joy Reid’s claim that her fifteen year old blog with homophobic jokes and comments was hacked by Russians.

IV. The use of “some more recently” is a pure “tell.” Taleb’s bobs and vagineing has been going on for some time, it seems. But why in the world would Taleb think that the messages would leak just because Morgan was arrested (she was later released and her husband was held in custody, and I haven’t been able to get a status update on where she is today)? I mean there are really only two options: i) that the messages would be released by the FBI or something as pertinent to the case, in which case Taleb and Morgan would have been discussing her hacking. This seems highly unlikely; ii) Morgan would choose to release them herself in an effort to incriminate Taleb. But Nicholas baby, this is just not going to be a priority for Morgan after her arrest. I mean, she is accused of stealing 4.5 billion, and she’s got her rap career, and her husband is in prison. She has got stuff going on man; your DMs are way down the list.

All and all, this message shows that Taleb is an idiot and a complete joke. And people took note, including Edward Snowden, piping up from Russia. Check this out:

Snowden comes in with the savage take down here, and Taleb punches back with an offer to debate, what exactly? It’s not clear if this the debate challenge was issued prior by Taleb nor is it clear, at least to me, what is to be debated. Are they supposed to talk medical issues? Mental health? Hacking? Bobs and vagine? Taleb continues to make no sense, and Snowden let’s him know with another zinger:

Main Character Syndrome indeed. I would add Major Asshat Syndrome and Big Phony Fraud and Fragile Loser Syndrome as well. Because this is the guy who wrote Antifragile! Which is supposed to be about things that thrive during chaos, or in other words, things which are resilient. And nothing says resilient like faking a hacking narrative to cover your tail chasing, issuing an incomprehensible debate challenge to someone way out of your league, and tripling down with blocking random twitter users who question you. And I would know, because after I liked the bobs and vagine comment and added something like “Methinks Mr. Taleb doth protest too much,” the fucker blocked me too! Sadly that Twitter account is history so I can’t post a screenshot, however it was obvious that this huge baby was scrolling chats and mass blocking to distract from his disastrous piece of public relations. Honestly, the whole thing was super funny and Taleb showed his ass in the worst possible way.

Taleb obviously thinks he is hotshit. Check out his Twitter bio.

What a poser. A flaneur is a French term for someone who walks the streets taking things in, and Walter Benjamin wrote extensively about the flaneur in his epic, and epically unfinished “Arcades Project.” Actually, a flaneur is a lot like a kibitzer. I am the Kyotokibbitzer (two b’s baby), and I love Benjamin’s work, including the Arcades Project. I bet Taleb is aware of Benjamin and fancies himself a fan. But he doesn’t know the first thing about Benjamin, because Benjamin was a humble guy who did great work and Taleb is a braggart, a tail chaser, and a bum. Deadlifts and dead languages my ass. Text is dead there Nicholas, at least your texts are, because you made a complete fool of yourself and you suck. Taleb exemplifies precisely why I dislike anyone who calls themselves a public intellectual or an expert. He is a poser and I’ll bet you 10 to 1 his ideas are stolen just like Neil DeGrasse Tyson’s, another total loser who piggybacks on people who know something to pump up his image. (A sure sign of a loser is a “public intellectual” who insists on using three names. What’s wrong with Nicholas Taleb or Neil Tyson? The only people who need three names are serial killers; I mean even public intellectual number one Malcolm Gladwell only uses two names. Gladwell is known to pilfer ideas as well, but The Tipping Point is a pretty good read and the dude genuinely knows a tremendous amount about the sport of running. And he doesn’t call himself “Malcolm Julius Gladwell” or whatever. This is because he’s just a writer and knows that using his middle name would make him a prat.) Anyway, it’s totally fine to fake it ’til you make it, and most of us do to a greater or lesser degree, but you can’t fake your way into being an expert. Never trust “experts,” full stop.

So that’s the story of Razzlehan, the misunderstood genius, and Nicholas Taleb, the big phony. And in case you are asking, yes I did ask Razz to get in touch with me above. I’d say “I can fix her,” but she needs no fixing. She can DM me all she wants, and she doesn’t even have to get the Russians involved.

Dedication:

For Razz. You rule baby. So damn hard.

The Days and Nights of My 50s I: 7/20/26, the Unwritten Libretto.

Author’s Note:

Five days ago, I made what may prove to be the most important professional decision of my life.

For months—years really—I had been thinking about giving up my teaching career and becoming a full-time writer. I have talked to many of my family and friends about this and taken several small steps in this direction. I recently published a novel, have written and published hundreds of essays, and written almost every day for eighteen years. I have hundreds of pages of dream records, journals and letters, some sent and some only in draft form. I am hard at work on the sequel to my first novel, and am currently working on five books with many more in the making.

Over this time I have also become very good at making excuses. School is too busy. Life is complicated. The timing isn’t quite right. Next month. Next term. Next year. One day. It was all true, and yet it barely matters. A few days ago, I finally admitted what had been staring me in the face for a long time: if I wanted to call myself a writer, I had to stop waiting for someone else to make that decision for me. Whether I eventually succeed or fail is almost beside the point. The decision itself changed something in me. I stopped thinking about the life I wished I had and started taking responsibility for the one I actually have.

Today wasn’t the happiest day of my life, nor the saddest. It wasn’t the day I got married, the day my son was born, the day I published my first book, or the day I realized my marriage was ending. Objectively speaking, it was an ordinary Monday in Osaka. I listened to music. I wandered the city. I shared dinner and my bed with a woman whose path happened to cross mine for a couple of hours before diverging forever. By tomorrow morning she would be somewhere else, and so would I. Yet somewhere between checking into a modest hotel, thinking about my future, and sitting alone quietly after she left, something finally clicked. My teaching career is rapidly coming to a close. The marriage that defined most of my adult life is over. The books I dream about haven’t been written yet. The cities I may someday call home are still only possibilities. The people who will matter most over the next twenty years are, at this moment, complete strangers.

For the first time since I was a young man, there is no obvious script. That realization is exhilarating. It is also terrifying. Most of all, it is deeply liberating.

So this seems as good a place as any to begin this series.

Epigraph:

Yesterday is history. Tomorrow is a mystery.

Anonymous

Anything could happen.

Bash and Pop

I: My General Situation As of Today

For the better part of thirty years, my life had possessed a remarkable amount of structure. I graduated from college. I moved to Japan. I found a teaching career almost by accident and stuck with it for a quarter of a century. I got married, and my wife and I bought a house together in Kyoto. We raised a wonderful son together who we both love more than words can say. We have paid bills, argued over groceries, worried about our dear dog Daisy, taken vacations when we could afford to, and slowly accumulated the ordinary rituals that eventually become a life. There were wonderful years and there were difficult ones, but there was almost always a next step waiting patiently in front of me. Whether I liked the script or not, there was a some kind of a script.

Then, almost imperceptibly at first, it disappeared.

My marriage ended not with a single dramatic explosion but with the gradual realization that two decent people could simply reach the end of the road together. My teaching career, once the defining feature of my adult identity, began to quietly recede into the background. Friends scattered across countries and continents. My parents grew older. I turned fifty-two without feeling especially old, but with the unmistakable sense that I had entered the second half of whatever story remained.

It is a peculiar thing to discover that freedom and uncertainty are twins. For years I imagined freedom as something uncomplicated. Finish work. Write books. Travel. Meet interesting people. Drink coffee in strange cities. Listen to music until two in the morning. Wake up whenever I pleased. Answer to no one.

There is truth in that fantasy. There is another truth as well.

Freedom also means that no one hands you tomorrow. No institution is waiting to promote you. No family obligation automatically determines your next decision. No invisible current carries you downstream. Every meaningful choice becomes your responsibility. Every success belongs to you. Every failure belongs to you too.

That realization can feel less like opening a door than standing on the edge of a cliff. You can step forward. Or you can spend the rest of your life admiring the view. Five days before the evening you’re about to read about, I decided I was done standing still.

I wasn’t retiring, not yet anyway. I wasn’t exactly reinventing myself. I wasn’t chasing some impossible dream. I was simply acknowledging something that had probably been true for twenty years. I am a writer. I feel like I was born to be one. Whether anyone else eventually agrees is, in many ways, beside the point. The work itself has become the destination. Everything else—the cities, the books, the women, the music, the bars, the victories, the humiliations, the friendships, the failures—is simply material for my work.

This series is an attempt to pay attention to the contours of my daily life, in whatever form the may take. And, perhaps for the first time in my life, to trust that the story doesn’t need an outline before it begins.

II: Osaka

Osaka has always felt different to me than Kyoto.

Kyoto is the city where I built my adult life. It is where I have worked, and lived for more than twenty years with my life and son. It is where the mortgage was paid and our dog was walked, where ordinary afternoons quietly accumulated slowly into decades. I know its rhythms inside and out. I know which coffee shops open early, which bridges are worth crossing at sunset, and where to stand beside the Kamogawa when I need to remember that almost everything eventually passes.

Osaka has always been to me something else entirely.

It has never asked me to be responsible. When I come here, I feel somehow lighter. Less like a teacher. Less like a husband. Less like the man who spent twenty-four years inside the same corporate institution. Osaka has always given me permission to become, if only for a day or two, a slightly different version of myself. Not a better man or a worse one. Just someone with fewer expectations resting on his shoulders.

Perhaps every city we visit has a role to play in our lives. Kyoto has been my home. Tokyo has often been a dream. Singapore has long been my favorite escape. Osaka, though, has become my intermission. A place where I can step off the stage for a little while before the next act begins. A place to just get away.

This Monday afternoon I checked into a small APA Hotel not far from Shinsaibashi Station, which I affectionally call Mr. Shin. Like most APA hotels, it is clean, efficient, and just a little too compact. The room isn’t exactly designed for lingering. It is designed for sleeping, showering, and moving on. My suitcase for neatly against one wall. The desk is barely large enough for my laptop and a cup of coffee. The large television in front of my bed I will barely use. It suits my current mood perfectly.

I took a taxi to the hotel from Shin-Osaka Station and arrived around 7:30 PM. I dropped my overnight bag on the floor, drew the curtains apart, and looked out over another slice of Osaka. Nothing spectacular. Just traffic, apartment buildings, and the quiet machinery of a city getting on with its day.

I remember thinking how strange it felt to have absolutely nowhere I needed to be. No lesson to prepare. No meeting to attend. No papers to grade. No one waiting for me at all.

That realization no longer frightened me the way it once might have. It felt… spacious. There are moments in life when freedom announces itself with fireworks. This wasn’t one of them. It arrived almost silently. Like an empty afternoon. Like a city that has never asked me to explain myself. My hotel room is simple. It is what I can afford.

Outside, Osaka continued exactly as it always had. Inside, almost without me realizing it, the next stage of my life had already begun.

III: Meeting Yuki

I should flash back briefly here to introduce my date for the evening. There are evenings that require months of planning. This was not one of them.

The plan, such as it was, consisted of very little. Conversation. Sex. Cigarettes. Dinner. That was enough. As I stepped out of the taxi, I saw her standing quietly on the street.

She was slightly built, dressed in a simple black skirt, and carried herself with the quiet confidence of someone accustomed to meeting complete strangers. There was no dramatic meeting, no cinematic slow motion, no instant thunderbolt. We smiled, introduced ourselves, and within a minute or two were walking side by side into the hotel through the warm Osaka evening as though we had agreed to meet as old friends rather than someone we had never laid eyes on before.

Her name was Yuki.

We went up to my room and made the sort of awkward conversation that strangers always make at first. Where are you from? Where do you live today? Had I been to Osaka often? Was I enjoying the summer?

Nothing remarkable. Which, in retrospect, was itself remarkable. There is something deeply comforting about ordinary conversation. For a little while, neither of us had to be anything more than two people just getting to know each other.

Eventually, because pretending otherwise would have been absurd, the reason we had met entered the conversation. She is thirty-six and works as an escort. I had hired her for the evening.

There is no point dressing those facts up in prettier language. They are neither the whole story nor something I feel any particular need to defend. They simply belong to it. Human lives are untidy. We make decisions for reasons that are sometimes noble, sometimes lonely, sometimes curious, and sometimes impossible even to explain to ourselves. This was one of mine.

I went into the bathroom to wash up, took my clothes off, and hung them neatly on the hangers on the wall. By the time I came out of the bathroom she was naked too. That was what we were there for. I put on one of my favorite bands Whiskeytown, lay back on the bed for a few minutes, listened hard, and let the sweet sweet sounds of Ryan Adams’ voice wash over me. I was, briefly, in heaven.

Then, inevitably, we began to kiss. She is a smoker and tasted like stale tobacco and faintly like green peas. I am a smoker too so I am sure I tasted the same. She unwrapped one of the condoms that I had bought earlier for occasions just like this and began to pleasure me with her mouth. While I do enjoy oral sex to some extent, it is far from my favorite sexual act and I have never been able to cum this way. Not for lack of trying, I simply find that the women who have performed the act on me can never sufficiently been able to get their teeth out of the way. It is not their fault at all, but it is just that simple.

Soon enough, I asked her to climb on top of me. My penis was already erect and she was slick as well, and I entered her cleanly and easily. After a little while, we flipped around and began to engage in the missionary position. I was on the urge of cumming when I pulled out, turned over on my back, and finished my self off with two hands. Nine times out of ten I finish this way if I finish at all. After all, I know my own equipment better than else, so to speak. Before we began to have sex I put on some porn. I chose very quickly as we were on the clock. I selected some perfectly nun priest porn, totally chalk. Of course we both barely watched it as our eyes were mostly closed. The moment I came I toweled off, shut off the porn, and immediately pressed play on the Whiskeytown video I had paused before sex.

Then a funny thing happened. During sex she had repeatedly asked me to turn down the porn and to shush in general. She said we were at a business hotel and that we were bothering the other guests. Although I love to be babied. I do not like to mothered at all. It is just not my thing, and I have written about this at some length here. I already knew that I would not book Yuki again, and this moment helped crystalize my decision. She is sweet and cool, and I am glad I met her for one night, however she is just not my jam. And also, nobody shushes my boy.

Anyway, she asked me to turn my music down. I just laughed and cranked it. Then she laughed too and the mood lifted and passed. Neither of us was yet in the mood for a shower, mostly because we were on the clock and by this point only had about 40 minutes left in our appointment. I did not feel like a round two, so I suggested we head down to the street to smoke for a smoke and then get a little dinner. Although we had less than an hour left and the hotel restaurant was a little busy, she agreed to have dinner with me.

We finished our cigarette and entered the first floor hotel restaurant. We sat down and briefly consulted the menu. The restaurant specializes in pasta, so I ordered tomato pasta with eggplant and she ordered the zucchini linguine. The food took a while to arrive, so halfway through the meal she asked for a doggie bag. I quickly finished my meal and we went upstairs so she could pack her bag.

The evening had never pretended to be anything it wasn’t. Neither of us confused it with romance. Neither of us imagined it was the beginning of some extraordinary love story. It was simply two lives crossing for a few hours before continuing in different directions. There is something quietly beautiful about that too.

Outside, Osaka was still very much alive. Trains rattled somewhere in the distance. Traffic rolled steadily beneath the hotel windows. Thousands of strangers were beginning nights that had nothing to do with ours. Ours, quietly and without complaint, was coming to an end.

I told her I was going to wash up for a minute. She said through the door that she had to leave. I said goodbye babes and she replied in the same fashion. When I came back out, she was already gone.

And I didn’t even kiss her goodbye.

IV: Coda

For most of my adult life, my future had always arrived with an outline. There was always another semester to teach. Another report to write. Another mortgage payment to make. Another family holiday to plan. Another school year waiting just over the horizon. Even when life became difficult, I almost always had a sense of what would come next. The details may change, but the broad shape of the story had already been sketched.

And now it hadn’t.

As I write this the marriage that defined nearly half my life has come to an end. My teaching career, after almost thirty years, is slowly coming to an end. My son is a grown man, trying his best making his own way in the world and earning his own money. My wife and I are immensely proud of him as well we should be. Our house of 19 years will soon belong to someone else. My life is rapidly becoming quite different and everything that had once seemed permanent has become part of the past.

This all may sound just a bit sad. Some of it may be, sure. It also happens to be exhilarating. Tomorrow I might wake up in Kyoto. Next month I might find myself in Singapore. A year from now I may be living in Osaka. Anything could happen.

Perhaps I’ll write ten more books. Perhaps no one will read them. Perhaps I’ll fall in love again. Perhaps I won’t. There will be close friends I haven’t made yet. There are cities I have not yet wandered. There are songs I haven’t fallen in love with, thank god.

There are mistakes waiting patiently for me. There are joys I cannot yet possibly imagine. For the first time since I was in my early twenties, the next chapter of my life has not yet been written.

As I stood there in that little Osaka hotel room, listening to Whiskeytown waft through the room, I finally understood what life had trying to tell me for days.

My life hadn’t fallen apart. It had, in fact, opened up. And somewhere beyond everything I thought I knew, waiting patiently for me, was the unfinished libretto.

Dedication:

For Yuki. Thanks for a lovely evening. I’ll never see you again, babe. Go with God.

On Nina Van Pallandt: Muse, Witness, Residual Character, and Her Own Woman

Note: Nina Van Pallandt moves through this piece as a kind of drifting hinge figure between art and biography, cinema and scandal, half-real and half-mythologised: from her striking, uncanny presence in Robert Altman’s The Long Goodbye—where she plays the abused, luminous spouse of Roger Wade and becomes, briefly, a kind of muse/anima figure for Philip Marlowe—to her earlier life in the Danish pop duo The Baronets, through her entanglement with Clifford Irving and the great Howard Hughes hoax that later reverberates through Orson Welles’ F for Fake, and onward into the quieter aftermath of fame, reinvention, and partial retreat. The essay follows her not as a stable “character” but as a site where male-authored narratives—Hollywood noir, literary fraud, journalistic myth-making—keep trying (and failing) to fix her meaning, while she keeps slipping free in ways that are at once accidental and oddly deliberate. In the end she becomes something like a case study in cinematic and cultural afterlives: a woman repeatedly written by others, occasionally complicit, sometimes resistant, and finally legible only as a residue of performance, gossip, and unfinished stories that refuse to settle.

I first became aware of Nina Van Pallandt the way most people probably do: not through biography, but through atmosphere—specifically Robert Altman’s The Long Goodbye (1973, The Long Goodbye), a film that feels less like a narrative than a slow collapse of narrative reliability itself. It is a film in which people drift through scenes as if they have forgotten whether they are supposed to be characters or witnesses, and Nina arrives inside it already slightly misfiled, already too composed for the emotional weather she is asked to endure.

She plays Roger Wade’s wife, but “plays” is almost the wrong verb. Altman’s casting logic is not psychological realism in the classical sense; it is something closer to behavioral residue. People are dropped into the frame and asked not to perform identity but to inhabit proximity—to money, to violence, to desire, to failure. Nina’s presence has that peculiar Altman quality: she does not dominate the scene, but she stabilizes it just enough to make everything else look unstable.

Roger Wade (the blocked writer, the alcoholic genius-in-decline) is already collapsing before the plot admits it. Nina is the counterweight that never quite becomes balance. She is care without resolution, intimacy without clarity, the kind of emotional presence that suggests there is a story somewhere but refuses to confirm what it is. And then there is Marlowe, Elliott Gould’s version of Marlowe—half-stoned, half-wandering, permanently a few seconds behind the moral implications of what he is witnessing.

The film keeps staging small ruptures in epistemology. One of the most famous arrives early and feels almost accidental in its perfection: Terry Lennox appearing at 4 AM, asking for a ride to Tijuana. There is a moment—“Tijuana now?”—where Gould’s Marlowe is briefly jolted out of his procedural fog into genuine surprise, as if even he cannot believe how far the plot is willing to drift from explanation. That tonal instability is the world Nina inhabits as well, except she does not get Marlowe’s ironic distance. She gets consequence.

There is a domestic sequence—one of the film’s most disarming—that feels almost out of register with the noir frame: Nina cooking, the soft logic of food and attention, a candlelit dinner shared with Marlowe, where violence and absence are temporarily suspended by something as ordinary as butter and chicken. It is precisely the kind of scene that should resolve emotional ambiguity, but in Altman it does the opposite: it deepens it. Intimacy here is not revelation; it is another form of deferral.

What the film keeps doing, quietly and persistently, is refusing to assign stable moral weight to anyone. Roger Wade is both victim and self-destroyer. Marlowe is both agent and sleepwalker. Nina is both witness and participant, but never allowed the comfort of explanation. Even her suffering—when it arrives—is not narratively sanctified; it is simply another event in a world where events do not accumulate into meaning.

And this is where Nina becomes interesting beyond the film itself. Because she does not resolve into a character arc, she persists as something else: a figure who has been “used” by multiple narrative systems without ever fully belonging to them. In a conventional noir, she would be femme fatale or redemption object or tragic spouse. In Altman, she is none of these cleanly. She is what remains when genre stops enforcing coherence.

What begins to emerge, if one steps back slightly from her, is that she belongs to a broader category of women who are not simply “in” cultural narratives but are written into them by proximity to men who are doing the narrating. The pattern is subtle but persistent: women become legible to the public through the structural gravity of male projects—films, scandals, bands, memoirs—while simultaneously attempting, with varying degrees of success, to assert an interior life that resists that formatting.

It is difficult not to think here of Marianne Faithfull, who occupies a parallel register in the British version of the same phenomenon. Marianne Faithfull is initially rendered publicly intelligible through association—romantic, cultural, chemical—with the Rolling Stones orbit, and specifically through a media ecosystem eager to translate her into a kind of emblem: muse, fallen angel, tragic accessory to male genius. But what is striking about her trajectory is not the initial inscription but the long, stubborn insistence on rewriting it from within.

In both cases—Faithfull and Van Pallandt—the question is not simply “agency” in the abstract liberal sense, but something more structurally constrained: how does a person reassert authorship of self once they have already been written as a function in someone else’s story? Faithfull does this through survival, reinvention, and the eventual authority of her own voice as an artist. Nina does it more quietly, less performatively, by simply not continuing to cooperate with the demand that her life be endlessly narrativized into legible arcs.

And this is where Nina stops being just a cinematic presence and becomes entangled with a second, more volatile narrative system: the world of Clifford Irving and manufactured truth. I remain, in a slightly persistent way, puzzled by Clifford Irving—not in the sense that his actions are obscure, but in the sense that the scale of the gamble still feels oddly disproportionate to the era in which it occurred. Clifford Irving occupies that 1970s threshold where narrative fraud still had room to breathe: before the internet, before instantaneous archival correction, before every claim arrived already cross-checked by a thousand invisible clerks. The rope, in other words, was longer. Not infinitely elastic—but long enough that someone could plausibly believe they might walk it all the way across.

What he did, of course, was fabricate the authorized autobiography of Howard Hughes and briefly convince a publishing system that this fiction was fact. And one cannot quite shake the sense that this sits in a parallel register to Orson Welles’ late-career meditation on forgery and authorship, F for Fake, where the art forger is not simply a criminal but a kind of metaphysical irritant—someone who reveals how fragile the category of “authenticity” already is, even before it is attacked. In Welles’ world, the faker is almost honest about the fact that everyone is faking something. In Irving’s world, the system briefly forgets to notice.

The irony, of course, is that Irving’s fraud depended on a very pre-digital faith in paper trails, intermediaries, and the general slowness of institutional verification. Today it feels almost quaintly physical: forged documents, publishing contracts, phone calls that had to be believed in real time. One can imagine the same scheme now collapsing within hours, not because people are more moral, but because the feedback loops are instantaneous.

And then there is prison. Irving did time—real time, not narrative time—and emerged into a world that had already moved on to other, faster deceptions. Yeah, I mean what did you expect, dude. The arc compresses there in a way that feels almost unsatisfying: scandal, exposure, incarceration, partial reinvention. One wants something more operatic, but what you get is the bureaucratic version of consequence.

The interesting part is not that he was punished, but that for a brief historical window the system was even buildable enough that his plan could function as a kind of temporary reality. That is the shared atmosphere he has with Nina Van Pallandt: not guilt, not innocence, but proximity to narrative systems that were still slow enough to be fooled by their own assumptions.

In later life, Nina becomes harder to place in any of the familiar compartments that earlier decades tried to assign her. The cinematic afterglow fades into cult memory, and the Irving episode recedes into archival texture. What remains is a quietness that feels deliberate rather than accidental—not disappearance, but refusal of continued amplification. She does not convert notoriety into permanent self-mythology in the way later media ecosystems would almost require. Instead, she settles into a lower frequency of visibility: remembered, cited, intermittently revived, but no longer authored by the same pressures that once pulled her forward.

And here the comparison widens again, because what she resembles is not a “sidekick” at all—that word is too structurally comic, too dependent on hierarchy—but something closer to an attendant presence: a figure whose job, in other people’s stories, is to make emotional or moral instability legible without ever fully resolving it.

There is a related category, more neutral and slightly more precise: the faithful interlocutor. Not in the devotional sense, but in the structural one—the person who remains close enough to the main character’s instability to render it speakable, without ever becoming fully absorbed into its explanatory system. Nina performs this function in The Long Goodbyewithout being granted interpretive authority over it.

And there is another: the witness who does not testify cleanly. Not unreliable, but resistant to conversion into stable narrative fact.

We all make mistakes; that much is banal. The more interesting question is what kind of cultural weather those mistakes occur in, and how much agency is genuinely available inside it. Nina Van Pallandt seems, in retrospect, to have lived inside a period when men were still doing a great deal of the writing—of scripts, scandals, explanations—and women were often expected to appear inside those scripts as if they had authored them themselves. Her resistance to that framing is not always loud or declarative. Sometimes it is simply a matter of stepping out of the demand to be continuously interpretable.

And in that sense, what she ultimately carved out is not a grand public myth but something more modest and, arguably, more durable: a minor legacy, lightly held, slightly resistant to over-definition. Not central, not erased, not simplified—just there, in a way that feels unexpectedly intact.

I really like Nina Van Pallandt. In The Long Goodbye, and in the shadow of the Clifford Irving story, it is impossible not to root for her—not because she is resolved, but because she is never fully reducible. She drifts through systems built by men who are busy writing meaning onto the world, and she does not quite consent to being finalized inside any of them. We all make mistakes. She was written into a few. She was also, quietly, a drifter inside Hollywood’s narrative machinery, and what she ultimately leaves behind is a minor but distinct and instinctively cool legacy: not the center of anyone’s story, but one of the few figures who never fully became owned by it.

On Lou Reed and John Cale’s Album Songs for Drella (aka The Trouble With Classicists)

Note: This post takes up Songs for Drella (1990), Lou Reed and John Cale’s uneasy reunion album/biographical song-cycle about Andy Warhol, moving track by track through Warhol’s trajectory from Pittsburgh outsider to Factory-era icon to post-shooting isolation and mythic afterlife. Along the way it reads the record not just as tribute or elegy, but as a sustained meditation on work, style, and the thin boundary between populist gesture and aesthetic theory—especially in the pointed figure of “classicists” versus Warhol’s downtown anti-orthodoxy. What emerges is less a linear album review than a set of reflections on art, authorship, and cultural literacy, with Warhol as both subject and pretext for thinking about what it means to make anything count as art in the first place.

3

In 1990, Lou Reed and John Cale, formerly of the Velvet Underground, latterly famously not getting along, reunited to make Songs for Drella, a tribute/ musical biography of their first patron, Andy Warhol. Drella is a 15 song cycle which takes the listener through Andy’s life and career, from his early days in Pittsburgh, through success in New York, getting shot, latter-day isolation and and loneliness, and ending with an epitaph. The songs fit loosely together in chronological order. Here is the basic scheme: “Smalltown” sees Andy unhappy in Pittsburgh and dreaming of the big city; “Open House” describes the early days of the factory, when all and sundry stopped by and provided Andy with inspiration; “Style it Takes” gives an overview of some of Andy’s famous works and his working method; “Work” explains the considerable work ethic that underlay Warhol’s success; “Trouble with Classicists,” in what is presumably Andy’s voice, provides a series of opinions about “classicists”, “impressionists”, and “personalities”; “Starlight” appears to consider Andy’s flirtation with Hollywood, or Hollywood’s flirtation with him; “Faces and Names” kicks off the second section of the record and finds Andy in despair, something like a midlife crisis; “Images” details Andy’s philosophy of art and hits back at the critics of his method; “Slip Away,” “It Wasn’t Me,” and “I Believe” represent the nadir of the record in which Andy is warned about the people he associates with, confronts a junkie, and is shot by Valerie Solanis; “Nobody But You” sees Andy bereft of companionship hanging out and paying the price of dinner of a nobody; “A Dream” synthesizes all which has come before and puts Andy’s life into fuller perspective; “Forever Changed” sees Andy’s past slipping away; and “Hello It’s Me” represents Reed’s epitaph and apology to Warhol.

Some of the songs are better than others; specifically, I get comparatively little out of “Starlight,” “It Wasn’t Me” and “Forever Changed,” but every song has its place in the story of Warhol’s life and his influence on Reed and Cale, his circle, New York city, and the art world in general. This post will take up the first five songs as a bridge into a wider discussion of the meaning of “classicism” today. There may or may not be a part two to this post.

“Smalltown” is about leaving Pittsburgh, and introduces us to the fact that Andy was gay:

When you’re growing up in a small town
Bad skin, bad eyes – gay and fatty
People look at you funny
When you’re in a small town

New York is more to his liking, and provides a context for his art to flourish:

Where did Picasso come from
There’s no Michelangelo coming from Pittsburgh

I hate being odd in a small town
If they stare let them stare in New York City

The theme of small town boy (girl) made good in the big city is classic and well worn, of course, but Andy thrives in NYC, and soon “The Factory” is open to all comers (“Open House”):

Come over to 81st street I’m in the apartment above the bar
You know you can’t miss it, it’s across from the subway
and the tacky store with the Mylar scarves


Andy wants people around him, and this is one of the major themes of the record; his ability to work is dependent on company and inspiration from associates, peers, and even hangers-on:

It’s a Czechoslovakian custom my mother passed on to me
The way to make friends Andy is invite them up for tea

It’s a Czechoslovakian custom my mother passed on to me
Give people little presents so they remember me

Whereas “Smalltown” is loud and bracing, the music on “Open House” is soft, elegant, gentle even. But even in his halcyon early days in NYC Andy cannot entirely escape the demands of the market or of other people’s ideas of what he should be doing:

I think I got a job today they want me to draw shoes
The ones I drew were old and used
They told me — draw something new
Open house, open house 

You scared yourself with music, I scared myself with paint
I drew five-hundred fifty different shoes today
It almost made me faint
Open house, open house

Andy’s career takes off, and he clearly has something that people want–he has “The Style It Takes.”

You’ve got connections and I’ve got the art
You like attention and I like your looks
and I have the style it takes and you know the people it takes

I’ve got a Brillo box and I say it’s art
It’s the same one you can buy at any supermarket
‘Cause I’ve got the style it takes

Here, Reed and Cale delve into the perennial question of the definition of art–what’s good, what’s bad, and how do we know the difference? The answer which “Style It Takes” seems to offer is: the status of something as “art” is dependent upon someone with “style” telling so. This observation is at once banal (we know art is art because it hangs in a museum and because of the reverent hush of the patrons), and somehow inspiring (a kid from Pittsburgh, “bad skin, bad eyes – gay and fatty,” can take the New York art world by storm simply be possessing some quicksilver attribute called “style,” something so powerful that a simple box of soap pads becomes accepted as art less on its own merit and more on the strength of its association with Warhol, who by 1964 was rapidly ascending to the status of an icon). This song also sees the first appearance on the record of a little group called The Velvet Underground, who Andy “shows movies on.”

“I’ve got a Brillo box and I say it’s art”–is this a populist claim or an elitist one? Is it classical? Certainly not classically classical, but is there not a way in which Warhol’s “pop art”–which is often read as representing the “emptiness” of modern popular culture, is perfectly sincere and actually uninflected with irony? Another major theme of the record is Andy’s work ethic–he was a working artist on whose sweat the whole Factory scene was dependent. Andy’s work ethic, according to Reed and Cale, even had a religious aspect. “Work” starts with Andy in prayer, and despite the neat twist on the phrase “Protestant ethic” here, we are left with the strong feeling that Andy was no self-ironizing dilettante, and that his blue-collar background stuck with him throughout his life:

Andy was a Catholic,
the ethic ran through his bones
He lived alone with his mother,
collecting gossip and toys
Every Sunday when he went to church
He’d kneel in his pew and he’d say,
“It’s work,
all that matters is work.”

He was a lot of things,
what I remember most
He’d say, “I’ve got to bring home the bacon,
someone’s got to bring home the roast.”
He’d get to the factory early
If you asked him he’d told you straight out
It’s work 

In “Work,” Andy stresses quantity over quality; just as he had painted 550 different shoes in “Open House,” here he advises Reed to write like there is no tomorrow:

No matter what I did it never seemed enough
He said I was lazy, I said I was young
He said, “How many songs did you write?”
I’d written zero, I’d lied and said, “Ten.”
“You won’t be young forever
You should have written fifteen”
It’s work

But despite his working artist approach, Andy is not content to merely record the surface of what he sees. Neither, however, is he given to too much soul-searching or self-analysis about why he is who he is, or why he does what he does. “The Trouble with Classicists” is the central song on the record, the song where Reed and Cale get closest to defining Warhol’s attitude toward art. It is also here from which I was moved to take on the issue of classicism in our times:

The trouble with a classicist he looks at a tree
That’s all he sees, he paints a tree
The trouble with a classicist he looks at the sky
He doesn’t ask why, he just paints a sky

The trouble with an impressionist, he looks at a log
He doesn’t know who he is,
standing, staring, at this log {…}
That’s the trouble with impressionists 

If neither classicism nor impressionism, than who or what is Warhol drawn to? The answer is graffiti artists, of all things:

I like the druggy downtown kids who spray paint walls and trains
I like their lack of training, their primitive technique
I think sometimes it hurts you when you stay too long in school
I think sometimes it hurts you when you’re afraid to be called a fool
That’s the trouble with classicists

Let’s dig a little deeper. Cale, who sings “Classicists,” is himself famously a “classically trained” musician, who has drunk heavily of modernism and dissonance without surrendering what I still see as a fundamentally classical musical and aesthetic sensibility. Moreover, writing a song called “The Trouble with Classicists” in this day and age is in itself a classical act. This I think is a key point; whereas once upon a time a Romantic poet could have defined himself or herself in violent opposition to Classicism and made it stick, today, and perhaps even in Warhol’s day, the ability to criticize classicism as a form or style is evidence of a degree of learning and cultural literacy which can only be described as classical, and, yes, a little elitist.

Is this right? It sounds right, at least, and I would add the following: a) the vagueness with which I am approaching the question of a modern definition for classicism in these paragraphs is symptomatic of the generally pitiable state of true learning on that part of what Edward Said calls “the general intellectual”; b) Said’s general intellectual today tends also to be as Dean Williams has said a “profound modernist”–which is a nice way of saying someone who knows, and cares, very little about Western culture’s classical roots, very little about the Bible, very little about the great religion (at least in any fine grained way), probably very little about Shakespeare for that matter; c) today’s general intellectual knows very little about music compared with his 18th or 19th century counterpart. This is a point which Said makes in his chapter on Glenn Gould in On Late Style: “Today’s literary or general intellectual has little practical knowledge of music as an art, has hardly any experience playing an instrument or studying solfege or theory, and except for buying records or collecting a few names like Karajan and Callas, does not as a matter of course have a sustained literacy–whether that concerns being able to relate performance, interpretation, and style to one another, or recognizing the difference between harmonic and rhythmical characteristics in Mozart, Berg, and Messiaen–in the actual practice of music” (115). Any of my general intellectual readership care to take this argument on? If so, please produce 100 words on solfege without reference to Wikipedia before wading in.

My point, which is, I fear, on the verge of getting lost, is less that Warhol or for that matter Reed and Cale are in any specific way “classical,” but that because what Said calls the lack of “sustained literacy” in music on the part of the general intellectual is not confined to music, but extends to art, classical and great literature (how many of us who name drop Aristotle have actually spent any time reading him? how many of us who attempt to evince first-hand knowledge of Marx have actually broached Capital?), and philosophy. That is to say that the general intellectual today is apt not only to be a profound modernist, but also to be a profound generalist, who knows a miniscule amount about a huge number of things, a little bit about a few things, and knows almost nothing is any truly extensive or impressive detail. In this context, not only is “The Trouble with Classicists” deeply classical, not only is Classical Sympathies, by very virtue of its being and intent, classical, but any attempt to engage in a serious way with issues of aesthetic definition marks one out as both a classicist, and at least a minor elitist. Certainly Said, for all his “oppositional” stances and leftist politics, was both–but the question of how leftism and classicism can co-exist is best left for a latter date; it is time to stop work on this post and risk being called a fool.

On the Film “My Dinner with Andre” Part I: Wally in New York

Note: Opening a multi-part early series from my first blog Classical Sympathies back in 2009, this piece takes up the beginning of Wallace Shawn’s walk through New York en route to his meeting with André Gregory in My Dinner with Andre, using Wally’s voice-over as a lens on artistic precarity, everyday survival, and the comic disproportion between existential weight and mundane errands. The note situates the film’s opening movement as both narrative setup and philosophical framing: a winter city of post offices, xerox shops, and unanswered calls becomes the psychological prelude to a conversation that will later expand into memory, performance, and self-mythology. This installment follows Wally up to his arrival at the restaurant for the pre-dinner drink, where the film’s central encounter is still suspended in anticipation, and meaning is generated less by action than by the act of getting there.

My Dinner with Andre is the famous, or infamous, 1981 film of a dinner conversation between Wallace Shawn, the actor and playwright, and Andre Gregory, the theater director. If I were to make a twofold claim for the film: i) that it is one of the most action packed films ever made, and ii) that it effectively encapsulates the thematics of the entire 20th century, I do not think this would be overstatement. My intent here, however, is not to establish either of these postulates, but rather to simply “blog” the script in the hopes that what needs to be said works its way to the surface. Fair warning: the undertaking will require several posts.

Money crops up on two of the first three pages of the script, and because money, and the lack of it, is a theme that runs beneath the entire script: Andre has money, has the freedom to travel and to spend several years trying to “find himself”; Wally does not. Still, “having money” is, as ever, a relative concept. At the opening of the film, Wally is seen walking through the streets of New York, heading for the restaurant where he is to meet Andre. It appears to be winter, maybe February. In the opening voice-over, Wally ruminates on the life of the artist: The life of a playwright is tough. It’s not easy, as some people seem to think. You work hard writing plays, and nobody puts them on. You take up other lines of work to try to make a living–acting, in my case–and people don’t hire you. So you spend your days crossing the city back and forth doing the errands of your trade. Today wasn’t any easier than any other day. I’d had to be up by ten to make some important phone calls, then I’d gone to the stationary store to buy envelopes, and then to the xerox shop. There were dozens of things to do. By five o’clock I’d finally made it to the post office and mailed off several copies of my plays, meanwhile checking constantly with my answering service to see if my agent had called with any acting work. In the morning, the mailbox had been stuffed with bills. What was I supposed to do? How was I supposed to pay them? After all, I was doing my best (17).

One of the marvelous things about the film is the tongue-in-cheek humor that is rarely, if ever, directly alluded to. A deeply serious film, Andre is also a comedy, a fact which we can recognize because we see that the writers are having fun with the characters who are in turn themselves. That is, Wally and Andre are playing versions of themselves–we assume that most of the experiences that Andre recounts in the film are based on real experiences, and that Wally’s account of his home life is more or less true to life–but exaggerated versions. As Shawn says in the preface to the script, “I knew immediately that {…} I’d have to distort us both slightly–our conflicts would have to become sharpened–we’d have to become–well–characters {…} It would be an enormously elaborate piece of construction” (14). In this initial passage, the humor lies in Wally’s conception of a difficult life: “I’d had to be up by ten to make some important phone calls.”

Wally’s sense of pressure is, from the outset, deliberately out of proportion to the scale of his circumstances. The tone is one of genuine complaint, but the complaint itself is almost comically domestic: the architecture of a “hard day” is built out of errands, envelopes, xerox shops, and an answering service that may or may not contain salvation in the form of an acting job. What Shawn achieves here, and what the film quietly sustains, is a recalibration of seriousness—where existential weight is not attached to grand events but to the texture of administrative survival. Wally’s New York is not a place of romance or revelation, but of circulation: between post office, mailbox, and telephone, as though modern artistic life has been reduced to a loop of deferred contact with recognition.

At the same time, the humor is never fully separable from sincerity. Wally is not merely being mocked; he is also articulating a recognisable condition of artistic precarity, one that the film refuses to glamorize. The genius of the opening monologue lies in this double register: we are invited to laugh at the disproportion between emotional tone and material fact, but we are also made to recognise how easily that disproportion becomes a lived reality. The “dozens of things to do” are not nothing; they are just insufficiently legible as crisis, which is precisely what makes them feel like crisis.

By the time Wally finally moves through the city toward the restaurant, the structure of the film has already been quietly established: this is a world in which meaning is not delivered through events but through the way events are narrated to oneself while walking between obligations. New York, in this sense, is not a backdrop but a medium of self-composition—an environment in which thought is constantly being assembled under mild pressure, as though consciousness itself were an errand.

He checks the time again, as he has been doing throughout the afternoon, and adjusts his route slightly, not out of urgency so much as orientation. The meeting with André already exists in his mind as something slightly unreal, a fixed appointment that has not yet been granted substance by arrival. He crosses another block, passes into the thinning evening light, and begins to approach the restaurant where, for the first time that day, the structure of waiting will shift from solitary to shared.

to be continued…

On the Song Prince Hal’s Dirge: Confidence, Reformation, and the Politics of Self-Making

Note: This short essay takes Loudon Wainwright III’s song “Prince Hal’s Dirge” as a lens through which to revisit Shakespeare’s Prince Hal in Henry IV, focusing on the idea of self-fashioning across time. It reads Hal’s apparent debauchery and later reform not simply as moral transformation, but as a theory of confidence—either consciously staged, in Shakespeare’s version, or more instinctively internalized in Wainwright’s. Moving between text and song, the piece explores how both versions hinge on the same underlying question: what kind of inner structure allows a self to pass through disorder, delay, and social misreading without collapsing, and to reconstitute itself as effective action when the moment arrives.

Epigraph:

Take me to the ale house
Take me to the whorehouse.
If I vomit, keep me off of my back.

Loudon Wainwright

This piece takes as its source the song “Prince Hal’s Dirge” by Loudon Wainwright III, itself based on Shakespeare’s character Prince Hal from Henry IV. The figure of Hal is one of Shakespeare’s most carefully constructed political selves: a young man who deliberately inhabits disorder in order to make his eventual reformation into kingship appear all the more legitimate, even necessary.

In Henry IV, Hal openly announces this strategy to Falstaff and the other tavern companions:

I know you all, and will awhile uphold
The unyoked humor of your idleness.
Yet herein will I imitate the sun,
Who doth permit the base contagious clouds
To smother up his beauty from the world,
That, when he please again to be himself,
Being wanted, he may be more wondered at
By breaking through the foul and ugly mists
Of vapors that did seem to strangle him.

And again:

So when this loose behavior I throw off
And pay the debt I never promised,
By how much better that my word I am,
By so much shall I falsify men’s hopes;
And, like bright metal on a sullen ground,
My reformation, glitt’ring o’er my fault,
Shall show more goodly and attract more eyes
Than that which hath no foil to set it off.
I’ll so offend to make offense a skill,
Redeeming time when men think least I will.

Hal’s logic is explicit: he will cultivate disorder as a kind of aesthetic and political foil. His apparent immersion in low company is not failure but strategy. Falstaff and the tavern world become, in effect, instruments in the staging of legitimacy.

Paraphrased, Hal is saying: I will live among you for a time, but only in order to abandon you later in a way that maximizes my transformation into kingship. He is a political animal who understands reputation as something staged across time.

Loudon Wainwright III’s “Prince Hal’s Dirge” takes up this same figure, but shifts the emphasis in a revealing way. Wainwright—still best known to many for novelty songs like “Dead Skunk,” though his broader body of work is far more substantial—reimagines Hal less as calculating strategist and more as self-contained performer of confidence within disorder.

The song opens in full immersion in debauchery:

Give me a capon
And some roguish companion,
A wench and a bottle of sack.
Take me to the ale house
Take me to the whorehouse.
If I vomit, keep me off of my back.

Here Hal is not yet strategy, but appetite. The political mask is absent; what remains is the world of consumption, drink, sex, and collapse.

But Wainwright then pivots:

My father, he thinks I’m a good for nothing
that I won’t amount to much.
But he’s not aware of my secret weapon.
I can count on myself in the clutch.

This is the key transformation. Shakespeare’s Hal is self-consciously future-oriented: he plans his reformation as spectacle. Wainwright’s Hal, by contrast, carries an interiorized assurance that he will simply “come through.” The emphasis shifts from calculation to instinctive resilience.

This continues in the song’s martial register:

Show me a breach,
I’ll once more unto it.
I’ll be ready for action any day.
I’ll straighten up, and fly most righteous.
In a fracas, I’ll be right in the fray.
I can drink you under twenty-five tables,
Fight and be a ladies man.
But all this will change,
When I’m good and ready,
To become the king of this land.

The phrase “any day” is doing important work here. It carries the rhetoric of readiness without commitment to timing. It suggests immediacy while quietly deferring it indefinitely. The transformation is always available, never enacted.

What emerges is a different psychological structure from Shakespeare’s original. Shakespeare gives us a political actor who consciously engineers perception over time. Wainwright gives us a man who believes in a durable inner core of competence—someone who can be disordered without being undone.

And yet both versions converge on the same underlying mechanism: confidence as political force. Whether staged (Shakespeare) or internalized (Wainwright), Hal’s power rests on the belief that identity can survive its own contradictions and ultimately reorganize them into legitimacy.

Singing “Prince Hal’s Dirge” before work, I find myself struck less by the irony of Hal’s transformation than by the necessity of something like an unbreakable interior core—something sealed enough to survive fluctuation, failure, and delay, but still flexible enough to return to action when required.

That, ultimately, is what both Shakespeare and Wainwright are circling: not morality, not reform, but the strange political psychology of self-belief under time pressure.

Dedication:

For my father, the biggest Shakespeare lover I know.

Note: If you liked this piece, you may also like the pieces below which also take up various literary works.

On Subcultures and Scenes in Craig Finn’s “It’s Never Been a Fair Fight”

New Note: It has been a little while since I last posted this piece, and I’m glad to bring it back into view. It remains my very favorite essay on the Kyoto Kibbitzer, and has continued to circulate far beyond what I ever expected, with many hundreds of reads over time. In an entirely unscientific but pleasingly persistent corner of the internet, it still seems to rank #2 in search results for the term “Katie Park Bad Moves,” just behind Wikipedia, which is pretty cool. I have no idea what to make of that, but I’m not complaining.

The piece itself—on Craig Finn’s “It’s Never Been a Fair Fight”—has always felt to me like one of the most complete things I’ve written about music, scenes, and subcultures, and I’m grateful for the continued readership and responses it has received. Reposting here in full for anyone who missed it the first time around, or wants to revisit it.

Original Note: This piece is about an absolutely amazing song by Craig Finn called “It’s Never Been a Fair Fight” released in 2020 on All These Perfect Crosses from Partisan Records. We will also expand on the song’s theme, which is how subcultures (and “scenes”) operate. Finn is, in my opinion, the greatest lyricist working today (not the greatest living lyricist, that’s still Dylan). I’ve written about about Finn before here, and here.

Craig Finn himself has commented on this song and says that “It’s Never Been A Fair Fight”:

“Is about the extreme difficulty of staying true to the rigid rules of a subculture as you get older. The character in the song revisits an old peer and finds struggle and disappointment in the place he left behind.”

In this case, the narrator had been part of the punk/hardcore scene in the 1980’s and 1990’s, has left the scene, and reflects on his time there and what it meant as he meets his old friend—and we suppose former lover—Vanessa. I’m not sure I understand the entire chronology of the song, as it engages in some apparent time jumps that can be a little hard to follow. Overall however, it is pretty clear what the song is about.

The opening verse sees the narrator (let’s call him C., because while we will grant Finn the understanding as an artist that his characters are characters, in this case the song feels pretty autobiographical) checking in with Vanessa. The song opens in the present day.

Finn has C. meet her “right in front of her building,” Vanessa “vague in taste and drowning,” telling him she’s “got a new man…in a new band,” and “they’ve got a new sound.”

We get the impression that C. has been out of the scene for a while, while Vanessa is very much still in it: new man, new band, new sound, same old place. Vanessa’s man, we assume, is in a hardcore band, and I believe it is the case that Finn came up through the hardcore scene before forming his first band Lifter Puller. Lifter Puller is not a hardcore band, and I don’t know if Finn was actually in a hardcore band or just in the scene.

Then comes one of Finn’s perfect little deadpan truths. C. shrugs that “hardcore’s in the eye of the beholder,” a funny line for a number of reasons (it also reminds me of the classic David Berman line: “punk rock died when the first kid said / punk’s not dead.”) The humor hits because it’s both self-aware and scene-aware.

After C. recalls his “broken heart from 1989,” Finn pivots the timeline. The song shifts back—back to when C. was attending hardcore shows, hot and sweaty, elbows in his eyes. The chronology bends, but the emotional logic stays firm.

Vanessa says there are “threads that connect us,” and “flags and wars we should never accept.” Angelo’s off seeing “snakes in the smoke” from someone’s cigarette. And Ivan? He isn’t concerned at all — for him it’s mostly just about “what you wear to the show.” C. admits he “heard a song…on the radio” that he liked, which we can assume violates at least one of Vanessa’s unwritten rules.

Finn is an absolute master of sketching characters in just a line or two. Here, he uses a sort of pointillistic approach to introduce us to two additional members of the scene, Angelo and Ivan. With just a few short verses we already understand a great deal about “the scene.” Here is what we can deduce:

i) All four members of the scene have very differently valenced loyalties. Put another way, they want different things from it. Vanessa is a purist; for her being part of the scene is like being part of an tribe, an army, and we take her to be a fierce protector of the in-group/ out-group aspects that tend to arise in subcultures. Angelo, it seems, is a little out there; he’s seeing snakes in the cigarette smoke and probably not all that interested in the ultimate nature or meaning of the scene. Ivan likes the t-shirts and jeans, likes the look. He’s not a purist either. And C., well he likes a little pop music, an inclination we assume is strictly verboten for folks like Vanessa.

ii) Probably because of the differences in ideas and ideologies between the scene members, C. sees things coming to an end, both with the scene and between he and Vanessa. Here we are reminded of the difficulty of keeping any kind of group together, whether a scene, a band, or just a group of friends. Everyone knows the feeling of having a group of friends who tell each other they will be tight forever, however life doesn’t usually work that way. The best film about this dynamic is Whit Stillman’s Metropolitan, which depicts a young group of friends in Manhattan who come together and then slowly, but inevitably, come apart over the course of a winter. There is a great moment in Metropolitan where the main character, Tom, looks around and realizes the scene is dead. Where did it go? It was here one day, gone the next. Scenes are like that, and this is what Finn is writing about.

iii) The inherent differences between people which make keeping the scene together are also something that Finn celebrates to a certain extent I think. One of the most salient features of Finn’s writing is his compassion. Finn has compassion for Angelo and his snakes, Ivan and his jeans, and for Vanessa, in all of her rigidity. As of the time of the song we know for sure that Vanessa is still in the scene and C. is not. I guess that neither Angelo nor Ivan is still around, however if only one of them is my money’s on Angelo, if he’s still alive.

Through the course of my own life, I have been involved, for a shorter or longer time, with a variety of subcultures. One category of subculture that I have frequented is what we could broadly call “new age.” My explorations of this category have been reasonably extensive. Back in my early 20s, I was involved for about 4–5 months with a Tibetan Buddhist group back in Washington State. I would get up at 4 AM, drive an hour across town to a beautiful old house on the hill, and meditate with the folks there. This group also organized some outings, such as mountain hiking.

I enjoyed the group and the meditation. The group leader, a slightly older woman who was lovely, asked me to pay like 6 dollars for a little book with chants in it, which I did. There was a total cross-section of people in the group of different ages and backgrounds, and all in all I liked it there. However, I peeled off from the group after a time for reasons very similar to those discussed by Finn. There were two specific things that led to me leaving. The second I’ll discuss a little later. The first was one day I was chatting with one of the members on the street outside after meditation. He was telling me how his daughter used to play chess, however he would no longer allow her to do so because it was interfering with her studies of Tibetan Buddhism. “There’s just not enough time,” he told me.

I had talked with this guy before and he was a perfectly nice guy, but I didn’t agree with his approach. I felt, in fact, that it was bad action. Now, I understood that people joined the group for different reasons and had different levels of investment. I was not looking to become a Tibetan Buddhist or anything—I was just “checking it out.” To circle back to Finn, the valence gap between this fellow’s take on the subculture and my own was vast, and his entire approach turned me off. This was the first step in my deciding to leave.

The next three verses of “It’s Never Been a Fair Fight” see C. trying to keep the door open to Vanessa even as he edges out of the scene. He wants to meet her and if she agrees he will know that she like him feels that “punk is not a fair fight.” Finn doesn’t say, but I’m guessing Vanessa doesn’t show.

If things change quickly/ just remember I still love you/ and I’ll circle ’round the block tonight/ between 9 and 10 o’clock tonight

If you’re still standing here, I’ll take that as a sign/ that you agree it was a sucker punch/ punk is not a fair fight/ it’s never been a fair fight

We said there weren’t any rules/ but there were so many goddamn rules/ we said that they’d be cool/ but then there were so many goddamn rules

Verse VII is the hinge-point of the song and basically its thesis. Finn’s point is straightforward: the appeal of the scene is the potential for freedom, exploration, rebellion, however once inside the subculture C. finds himself increasingly hemmed in by the strictures of that culture and the requirements necessary to remain within it. The very thing that drew C. to the subculture (flight from an over-determined social reality) is that thing that ultimately drives him away. “It’s Never Been a Fair Fight,” appears in two versions on All These Perfect Crosses; the main version is horn driven and upbeat, and there is also an acoustic version. On the main version, Finn, realizing perhaps that the repeated line is a bit poetically unorthodox, spits out a laugh on the “then” in “but then there were so many goddamn rules,” and in the process underlines the centrality of the sentiment to the song as a whole. It’s a great verse, and one which tells us something fundamental about C.’s nature: he likes the action, and as such needs to be free to pursue it wherever it may be. Action is not limited to the Minneapolis hardcore scene, after all.

Read more

The Adventures of the Thin Man and Andrea Available Now!

Well everyone, today is the day. My first novel, The Adventures of the Thin Man and Andrea is now available on Amazon and wherever books are sold.

This one took a while—written in fits and starts, in bars and hotel lobbies here in Kyoto—but it finally found its shape. More than anything, today I just want to thank all the readers of The Kyoto Kibbitzer, wherever you hail from; I’ve always thought of this as an ongoing conversation, and a lot of this book grew out of that exchange.

If you do pick it up, I hope you enjoy the ride—and if it lands for you, a quick review on Amazon would mean a great deal. Thank you, as always, for reading.

Matt

On The X-Files: The Paranoid Style of 1990s Television

Note: This reflection comes out of a long-standing fascination with The X-Files, one of the most distinctive television shows of the 1990s. When it first aired, the series managed to occupy a strange and compelling middle ground between science fiction, horror, conspiracy culture, and something closer to philosophical inquiry. Week after week the show asked the same unsettling question from slightly different angles: what if the world is not quite as stable or intelligible as we assume?

What made the series especially effective was the dynamic between Fox Mulder and Dana Scully. Mulder represented the pull of belief, intuition, and pattern-seeking; Scully stood for skepticism, evidence, and scientific restraint. The tension between those two orientations created a kind of philosophical engine that powered the show for many seasons.

The major episode discussed here is one of the early “mythology-adjacent” stories that sits near the boundary between the show’s monster-of-the-week format and its deeper conspiratorial arc. Watching it again years later, what stands out is not only the eerie storytelling but also the way the series captured a particular cultural mood of the 1990s — a time when technology was expanding rapidly, institutions were increasingly distrusted, and the possibility of hidden systems operating beneath the surface of ordinary life felt strangely plausible.

In that sense, The X-Files was never just about aliens or government cover-ups. It was about uncertainty itself — the uneasy space between explanation and mystery.

Epigraph:

“Autorerotic asphyxiation is not a pleasant way to go, Mr. Mulder.”

Clyde Bruckman, The X-Files

The X-Files is my second favorite television show of all time, behind only The Wire, and it’s not close.

That may sound like a bold claim given the sheer amount of television produced over the past thirty years, but for those of us who came of age in the 1990s the show hit a nerve that very few cultural artifacts ever have. It wasn’t just entertaining. It was atmospheric. It was unsettling. It felt like it was plugged directly into the cultural nervous system of the time.

To understand why, you have to begin with a simple generational fact. I was born in 1974, just eleven short years after the assassination of John F. Kennedy. That event cast a shadow that lingered for decades. My parents’ generation and my grandparents’ generation were deeply scarred by it in ways that people my age never fully understood. Something in the national psyche broke that day. Trust in institutions never really recovered.

Historians later described this cultural mood as “The Paranoid Style of American Politics,” borrowing the famous phrase from the essay by Richard Hofstadter. Whether one agreed with Hofstadter or not, the phrase stuck because it captured a very real undercurrent in American life: the suspicion that unseen forces were operating behind the scenes.

The genius of The X-Files was that it leaned directly into that atmosphere. It didn’t treat paranoia as pathology. It treated it as narrative fuel.


Discovering the Show

I was an early adopter.

The show premiered in 1993, and by 1994 I was already watching it in the dorms at Hamilton College with a group of friends. If possible we’d get a little baked first, which in hindsight may have been perfect. The X-Files is a show that rewards slightly altered states of perception.

At first it was something of a cult discovery. A few people watched it religiously while others barely knew it existed. But by the time the second and third seasons rolled around it had become a communal ritual. Thursday nights meant Mulder and Scully.

The chemistry between the leads was immediately apparent.

David Duchovny and Gillian Anderson had what we would now call “shipping chemistry,” although that term didn’t really exist yet. We simply knew that something electric was happening on screen. The characters worked because they embodied opposing ways of understanding the world. Mulder believed everything. Scully was more skeptical. Between them the truth hovered in an unresolved middle ground.

The show was also disciplined enough to hold that tension for years. In an era before streaming algorithms and social-media speculation, viewers waited week to week to see how the relationship evolved.

Hovering over them was their boss, the enigmatic Walter Skinner. For several seasons it was impossible to tell whether Skinner was helping Mulder and Scully or quietly managing them on behalf of darker forces. That ambiguity was one of the show’s greatest pleasures.

In a delightful twist of pop-culture irony, the actor Mitch Pileggi was at one point named TV’s Sexiest Man by a glossy magazine. Which is hilarious when you remember that Skinner is essentially a bald FBI bureaucrat in a gray suit. Such was the cultural power of the show.


The Smoking Man

Then there was the figure lurking in the shadows.

The Cigarette Smoking Man is one of the great villains in television history. Played with eerie understatement by William B. Davis, he appeared whenever the conspiracy thickened.

He looks exactly like the kind of man who would be at the center of a decades-long government cover-up. Three packs a day. Cheap cologne. A lingering Jameson hangover. The sense that he spends most of his time in dim Washington parking garages and windowless offices and only emerges from his crypt when the conspiracy requires it.

It’s a performance so physical that you can almost smell the character through the screen.


Three Essential Episodes

Every long-running show has defining episodes, and The X-Files produced dozens. But three in particular illustrate what made the series so special.

The first is the pilot itself, which introduces Mulder investigating mysterious disappearances in the Oregon woods. A key moment occurs when the agents experience missing time on a dark forest road. The scene establishes the tone immediately: eerie, ambiguous, and faintly plausible.

The second is Fallen Angel, an early classic that introduces the lovable conspiracy obsessive Max Fenig. Max’s jittery paranoia captures the spirit of the show perfectly. When he remarks that “someone’s always watching, Mr. Mulder,” it feels less like dialogue than like a thesis statement.

The third is the masterpiece of dark humor, Clyde Bruckman’s Final Repose, written by the great Darius Morgan. In it, a weary insurance salesman named Clyde Bruckman discovers that he can foresee the exact circumstances of people’s deaths. Played beautifully by Peter Boyle, the character delivers a hilarious and oddly touching performance. It is Bruckman who also delivers the immortal line that also gives us our epigraph: “Autorerotic asphyxiation is not a pleasant way to go, Mr. Mulder.” Run roh. Take that belt off Fox baby.

What makes the episode remarkable is that it gently mocks the show’s own hero. Mulder spends the entire series searching for hidden meaning in the universe. Clyde Bruckman, by contrast, believes life is largely arbitrary and tragic.

His prediction of Mulder’s death—immortalized in the epigraph above—is both absurd and strangely profound. It’s also a sign that by Season Three the show had gained enough confidence to poke fun at itself.


When the Mythology Expanded

Like many successful serialized shows, The X-Files eventually struggled under the weight of its own mythology. One of the central narrative engines involved Mulder’s missing sister, Samantha Mulder. Early on, the mystery added emotional depth to Mulder’s obsession with the paranormal.

But as the seasons progressed the storyline became increasingly convoluted. Samantha might have been abducted by aliens, or replaced by a clone, or transformed into something else entirely. Meanwhile the conspiracy expanded to include frozen alien ships in Siberian ice, shadowy government syndicates, and the infamous black-oil virus that seemed capable of possessing human hosts.

At a certain point the mythology began to chase its own tail.

Then, as the final blow, David Duchovny left the show. Gillian Anderson remained excellent, but The X-Files was always fundamentally a two-hander. Without Mulder and Scully together the balance of the series shifted in ways it never fully recovered from.


Why It Still Matters

And yet, for all the narrative tangles of the later seasons, the early years of The X-Files remain extraordinary television.

The show captured a very particular moment in cultural history: the twilight of the pre-internet era, when conspiracy theories spread through late-night radio programs, photocopied newsletters, and whispered conversations rather than social media feeds.

It was a time when the idea that powerful institutions might be hiding enormous secrets still felt plausible rather than merely exhausting.

For a few seasons in the 1990s, Thursday nights belonged to the weirdest, smartest, most paranoid show on television.

The truth, as Mulder kept reminding us, was out there

Dedication

For Dana and Fox. You know we still want to know what went down in that motel room baby.

Note: If you enjoyed this essay you may also enjoy the two essays below, both of which, in different ways, take up themes of intrigue and mystery.