The Great Roast of Bill Simmons, The Podcasting GOAT

Note: Bill Simmons has many gifts, but none more enduring than his ability to take a perfectly good idea and turn it into a totalizing worldview. Chief among these is his obsession with “who gets the keys,” a concept that began as a useful shorthand for late-game NBA hierarchy and has since metastasized into a governing principle for all human activity. In Simmons’ hands, the question is no longer who closes Game 7, but who closes anything: marriages, movies, bands, revolutions, and possibly even the Enlightenment. It is a framework so elastic that it explains everything and therefore, in a quiet and almost admirable way, explains nothing. Yet Simmons returns to it again and again, like a man who has discovered fire and insists on using it to cook every meal. The result is less analysis than ritual: a familiar incantation that reassures both host and listener that control exists, that someone always has it, and that identifying that person is the highest form of understanding. Whether this is insight or compulsion is an open question, but in the meantime, Simmons has the keys—and he’s not giving them back.

I. The Obsessive With the Keys

Bill Simmons is a strange and singular figure in American media, a man whose greatest innovation may have been to take the interior monologue of a slightly obsessive sports fan and publish it wholesale, unfiltered, and then slowly convince an entire industry that this was not only acceptable but essential. He is not quite a journalist, not quite a commentator, and not quite a comedian, but rather a hybrid form: a “Sportish Guy,” as Cousin Sal once put it, who treats every game, every movie, and every stray anecdote as part of a single, ongoing argument about how the world works. Central to that argument is his enduring fixation on control, on agency, on the question he returns to again and again with the devotion of a man checking the locks before bed: who gets the keys?

It is tempting to dismiss this as a bit, and in some sense it is, but like all of Simmons’ best bits, it has metastasized into something larger and more revealing. What began as a useful shorthand for late-game NBA hierarchy—who has the ball, who takes the shot—has expanded into a general theory of human behavior. Quarterbacks have the keys. Movie characters have the keys. Entire bands, dynasties, and historical figures are evaluated based on whether they had, lost, or never quite secured the keys. That Mark Sanchez could, for a brief and inexplicable moment, be discussed in these terms tells you less about Sanchez than it does about Simmons’ commitment to the framework. He does not particularly care if the fit is perfect. The system must be applied.

This is what makes Simmons both compelling and faintly ridiculous. He is, at heart, a “who’s on my team” guy, a loyalist who rewards proximity, familiarity, and shared history, sometimes to a fault. Former colleagues have occasionally noted that he can cool on people once they leave his orbit, a tendency that reads less as malice than as a kind of emotional sorting mechanism: you are either in the ecosystem or you are not. Some, like Kevin O’Connor, speak warmly of early generosity—gifted shirts, guidance, a foothold in Los Angeles when money was tight. Others have been less charitable, and the occasional critique, including a much-circulated piece in The New York Times, has tried to frame Simmons’ blind spots, particularly around race, as more systemic. These critiques are not wholly without merit, but they often feel slightly overdetermined, flattening a personality that is better understood as idiosyncratic rather than ideological. Simmons himself tends to respond not with grand rebuttals but with motion—hiring voices like Van Lathan, insisting, plausibly, that such moves were already in progress, and continuing on as if the conversation will resolve itself over time.

There is also, undeniably, an ego in play. Simmons has built an empire—Grantland, then The Ringer—largely on the strength of his own voice, and he is not shy about asserting it. Stories persist, as they do in any media ecosystem, including the long-running rumor that he played a role in Magic Johnson’s exit from NBA Countdown, a claim Simmons has repeatedly and emphatically denied. More verifiable is the moment that effectively ended his ESPN tenure: a live broadcast of NBA Countdown in which, after a colleague spoke at length, Simmons leaned in with heavy, unmistakable sarcasm—“Oh, is it my turn to talk now?”—a line that was funny, revealing, and, in the context of corporate television, fatal. It was the voice of the columnist breaking through the format, the irrepressible instinct to comment on the comment, to seize the keys even when the structure said otherwise.

What makes Simmons unique, and worth writing about at all, is that these contradictions—generous and insular, insightful and reductive, earnest and performative—are not bugs but features. He is a weird obsessive who has turned his obsessions into a career, and in doing so has given us a language that is at once clarifying and absurd. He loves the game, he loves the conversation around the game, and above all he loves the feeling that somewhere, in any given moment, someone has the keys.

II: The Bits That Ate the Brain

If the keys are the theory, the bits are the practice. Simmons has always understood that repetition is power: say something often enough, with just enough conviction, and it graduates from joke to canon. Thus “greatest stickman,” a phrase that should have died in a driveway, becomes a legitimate category, and suddenly Burgess Meredith is being floated as an all-timer. “Sal, Sal, BM was the greatest stickman of all time. Every lady wanted a ride.” It is ridiculous, obviously, but also irresistible. The specificity disarms you. The confidence sells it. The framework expands.

This is the Simmons trick: take a private-language riff and run it until it becomes a public one. It does not matter that no one else has ever considered ranking “stickmen.” What matters is that Simmons has, and that he will return to it, again and again, until you find yourself half-convinced that you, too, should have an opinion. It is analysis as inside joke, inside joke as analysis.

III. The Ecosystem

No system survives without a supporting cast, and Simmons has assembled one of the most durable in podcasting.

There is Cousin Sal, the indispensable counterweight, quicker and often funnier, whose primary function is to puncture Simmons at exactly the right moment. The Vegas trips are their shared masterpiece: two grown men insisting, year after year, that this time they will behave differently, and then not. Simmons, improbably, claims that he only smokes in Vegas. No one believes this. The morning-after pod is the payoff—hungover, frayed, the truth leaking out in fragments. “I only had three cigarettes last night,” Simmons offers. Sal, without missing a beat goes: “Yeah, more like three lighters.” It is the kind of line that ends the discussion because it cannot be improved.

There is Joe House, lawyer by day, chaos agent by night, who turns every appearance into a small act of self-destruction. “House Eats” remains a high-water mark: an adult man consuming Chinese food until he vomits, captured and distributed as legitimate sports media content. It should not work. It works perfectly. Drunk House—slurring, swearing, denouncing Daniel Snyder with operatic intensity—is not a bug but a feature. Simmons does not rein him in; he amplifies him. The ecosystem thrives on this permissiveness.

And then there is Nephew Kyle, the quietly essential, publicly baffling producer whose qualifications are, at best, opaque. The nepotism is acknowledged, even embraced. Simmons does not pretend otherwise. He does not have to. The show goes on. The levels are sometimes off. The energy is always on.

IV. The Interviews: High Risk, High Variance

Simmons as interviewer is a study in range. At his best, he is disarming, patient, and genuinely curious, capable of extracting moments that feel both candid and consequential. His conversation with Al Michaels is a case in point: Michaels, relaxed, recounts the day of the O.J. chase, including the now-legendary call-in where a supposed eyewitness punctuates his tip with “Baba Booey.” The co-host takes it seriously. Michaels does not. “It’s a joke, dude,” he essentially says, and in that moment you see the difference between professionals. Simmons knows enough to step back and let the story land. It is radio as it should be: a master talking, a host listening.

The interview with John Skipper is another apex moment. Post-ESPN, Skipper speaks with a level of openness that borders on the shocking—cocaine use, morning routines, the normalization of behavior that would end most careers. Simmons guides rather than pushes, and the result is a “huge get,” the kind of conversation that justifies the entire enterprise.

At the other end of the spectrum sits the Denzel Washington interview, a minor classic of mismatch. Washington arrives as if for one kind of conversation; Simmons is clearly expecting another. The opening is awkward, the rhythms off. To his credit, Simmons does not retreat. He leans in, tries to find common ground, and eventually does, or at least something like it. It is not a triumph, but it is revealing: the limits of the format, the limits of the host, the persistence of the effort.

V. Homerism as Method

Simmons’ greatest cultural contribution may be the legitimization of homerism. Before him, fandom was something to be managed, disclosed, occasionally apologized for. With him, it becomes the point. He is, unapologetically, a Boston guy: the Boston Celtics are not just a team but a lineage, a narrative, a near-mythological entity anchored by figures like Larry Bird, whose legend grows incrementally with each retelling. The takes are, at times, outta control. They are also, in their way, coherent. Simmons is not pretending to objectivity. He is offering a perspective, and trusting that the audience will meet him there.

This approach extends beyond basketball. Baseball, once a central obsession—AL keeper leagues, granular analysis—fades over time, dismissed as too long, too slow, no longer aligned with the rhythms of his life or his listeners’. Basketball remains the core competency, the area where his knowledge is both deep and defensible. Everything else orbits around it.

VI. Family and Formation

The personal mythology is never far from the surface. Simmons’ father, a longtime Celtics season-ticket holder, is both character and audience, the origin point of the fandom that would become a career. The pride is evident, even when unspoken. The access—courtside seats in the 1970s—becomes part of the narrative, a credential as meaningful as any byline.

His mother, less present on the pod but frequently referenced, provides another axis: a love of movies, a different kind of cultural literacy that feeds into Simmons’ broader interests. The recurring mention of being a child of divorce functions as a kind of grounding note, a reminder that the voice, however confident, has origins in something more fragile. He seems, by most measures, to have come out fine.

VII. Drift and Discipline

As the empire grows—Grantland, then The Ringer, now under the umbrella of Spotify—Simmons changes in ways both subtle and obvious. He fades certain voices who no longer fit the evolving brand: Adam Carolla, once a regular presence, becomes less so; Michael Rapaport, similarly, drifts out of the rotation. The official reasons are varied—tone, fit, the simple passage of time—but the underlying dynamic is familiar. Simmons is, at heart, a “who’s on my team” operator. The team changes. The roster turns over.

And yet, it is hard to shake the sense that the affection remains. These are not clean breaks so much as quiet reassignments, the byproduct of a system that requires a certain level of control. Spotify money, corporate expectations, the need to maintain a particular tone—these exert their own pressure. The outta-control energy that defined earlier iterations of the pod is still there, but it is managed, channeled, occasionally held back.

VIII. The Countdown Moment

If there is a single scene that captures Simmons in miniature, it is the one that ends his ESPN tenure. On NBA Countdown, a colleague speaks at length. Simmons waits. And waits. And then, with a level of sarcasm that is both unmistakable and, in context, disastrous, he interjects: “Oh, is it my turn to talk now?” It is funny. It is honest. It is, within the rigid structure of live television, unacceptable.

He is removed not long after.

The moment endures because it reveals the core tension: Simmons the columnist versus Simmons the employee, the impulse to comment versus the requirement to conform. He cannot quite suppress the former, even when the latter demands it. He reaches for the keys, even when they are not his to take.


VIII. Conclusion

Bill Simmons is the GOAT podcaster, full stop, and it’s worth saying that clearly at the outset because we only roast the ones we love. Bill Simmons has given us an entire language—keys, stickman, Vegas nights, Sal lines, Drunk House—and if you’ve been along for the ride, those bits don’t wear out, they compound. They get funnier with time, richer with context, a kind of private shorthand that becomes, almost accidentally, a shared culture. You either hear “three lighters” and laugh immediately or you don’t, and if you don’t, there’s not much point explaining it.

This is part of what makes Simmons both beloved and, in certain circles, a little contentious. He has clearly made enemies—inside ESPN, across the broader media landscape, and occasionally among former employees—and while it’s easy to chalk this up to ego or looseness, the better read is that the looseness is largely performative. Underneath the hangout vibe, the teasing, the Nephew Kyle chaos and the Drunk House indulgence, there is a very real set of standards, and Simmons enforces them. He is, at heart, a “who’s on my team” operator, and the team matters. People drift out. Some of that isn’t pretty. Most of it, however, is consistent with how he’s always operated: loyal, selective, and ultimately in control of the room.

At the same time, there is a sense now that Simmons is, if not slowing down, then at least rounding off the sharper edges. He talks openly about retirement in a way he didn’t a decade ago, and you get the feeling that he is aware, at some level, of the limits of the bit. Will he be seventy-five, still ranking stickmen and assigning keys? It’s hard to see it. He’s a boss now, a central figure inside Spotify, with responsibilities that extend well beyond the pod. The insurgent has become the institution, and while the voice is still there, it’s necessarily more managed than it once was.

There’s also the simple fact that Simmons is no longer a writer in the way he once was, and he knows it. The old columns—the mailbags, the trade value pieces, the obsessive digressions—have given way to the pod, to conversation, to rhythm. He jokes that his fingers don’t work anymore, and like most of his best lines, it’s funny because it’s partly true. The Book of Basketball stands as the monument to that earlier phase: long, ambitious, slightly out of control in the best way, complete with the famous pyramid (Jordan at the top, Magic above Bird, a decision that still tells you everything you need to know about him). But the shift from writing to talking isn’t a decline so much as an evolution. Simmons was always more voice than text anyway. The medium finally caught up to the man.

If and when he does step back, what we lose is not just a podcast or a brand but something rarer: a genuinely original voice that bent an entire corner of the media world toward itself. Plenty of people analyze sports. Plenty of people talk about culture. Almost no one has managed to fuse the two into a single, durable, endlessly riffable system the way Simmons has. The keys, for all their absurdity, are real in that sense. He found them early, used them often, and built something that will outlast the bit itself.

And if he eventually decides to set them down, or even just hold them a little more loosely, it will mark the end of a run that, for all its contradictions, was unmistakably his.

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.

Don’t Pump Me Man!

Note: Spokane, early 1983: minor league baseball, cheap seats, and kids living in the gaps between innings. This piece recalls Spokane Indians games, chasing balls during batting practice, and a strange collision of childhood mischief and adult volatility at the edge of the outfield fence. Sandy Alomar Jr.—then a local catcher on his way to a long MLB career—signs a baseball in handwriting so precise it feels like a signature on a future already underway, while a moment of chaos involving thrown persimmons and a furious adult named Mike Trowbridge becomes the kind of story that sticks far longer than the season itself.


Epigraph:

Do you know who you’re fucking with?/ You’re fucking with a stallion mange.

Ween

It was 1983 in Spokane, the kind of summer that felt permanently suspended in late light and dry heat, where the air at night still carried the dust of the day like it had nowhere else to go. We played Little League baseball in uniforms that never quite fit right, and then on weekends we graduated to something bigger and looser and more important: Spokane Indians games at the old stadium, Single A ball, where the dreams were real and still close enough to touch.

The Spokane Indians were a kind of civic promise back then. It was a small town, and in the early 1980s there wasn’t always a lot going on. The Indians were not quite big league, but not quite nothing. Just enough baseball to make you believe that something important was always one bus ride away. The seats were cheap, the beer cheaper, and the fences closer than they should have been. The whole place had that slightly improvised feel—like the city had built it thinking, this will do for now.

We didn’t go to games like spectators. We went like we belonged.

Behind the outfield wall during batting practice, kids gathered like scavengers. We chased homers, argued over balls, sprinted through patches of grass worn down by repetition. Sometimes we were the only ones back there. Sometimes there were older kids, or dads, or random locals who knew the angles better than we did. It was a loose territory. Not quite policed. Not quite ours. Something in between.

That summer, the Indians had a catcher everyone knew. Local kid. Quiet confidence. Clean mechanics. The kind of player adults already talked about like he had a future attached to him.

Sandy Alomar Jr. was that guy even then—before the long MLB career, before the All-Star years, before anyone outside Spokane would know the name properly. He was already different. You could see it in the way he stood when he wasn’t moving, like he was always half a second ahead of the next pitch.

I got his autograph once. It wasn’t dramatic. Just a moment after BP, when he signed a ball for a cluster of kids leaning too far over a rail. His handwriting was unexpectedly beautiful—controlled, deliberate, almost elegant in a way that didn’t match the dirt and sweat of the field. I remember thinking even then: this is what someone looks like when they’re going somewhere.

I kept that ball for years.

Because baseball wasn’t just baseball. It was a hierarchy you could see. You had the guys who were going to make it, the guys who might make it, and the rest of us orbiting the idea that proximity alone might transfer something.

Most of them wouldn’t go anywhere. That was obvious even then, though nobody said it out loud. But that day, none of that mattered yet. What mattered was the fence.

Our party was up high in the stands on the first base side, just beyond where the stadium fence met a thin strip of wild space. A tree had grown there—some kind of fruit tree, nobody was ever fully sure what it was. Persimmons, maybe. Something orange-red and heavy-looking, the kind of fruit that doesn’t look like it should be thrown but absolutely is.

Some kids started throwing them. Just kids, just fucking around. But they didn’t know who they were fucking with. Fuck with me and I’ll fuck with you.

The fruit flew. Not carefully. Not aimlessly either. More like experimentation. Testing distance. Testing reactions. Some of them were aiming at fans, others just launching them over the fence because it felt like something you could do if no one stopped you.

It was mildly funny at first. Then mildly annoying. Then mildly dangerous in a way that nobody fully acknowledged.

Because persimmons, if that’s what they were, aren’t soft. They hit like small decisions.

I remember one bouncing near a row of seats and rolling under a foot. Someone laughed. Someone else shouted. But nobody moved with urgency yet. It was still in the category of “kids being kids.”

Until Mike Trowbridge noticed.

Mike T was there with his kids—David Trowbridge and his sister Dawn. David had been a teammate of mine in Little League, a few years younger, outfield guy, quiet in the way younger kids sometimes are when they’re still deciding how loud they’re allowed to be. Dawn was just there in the background of everything, observing.

Their dad, Mike, was not background.

He was one of those adults you noticed before you understood why. Volatile energy. Tight posture. Goatee, black tank top, gold chains around his neck. A bit of a greaser; drove a Harley. Always slightly too close to losing his temper. He wasn’t a bad guy exactly—he could laugh, he could talk—but you always felt like there was a second version of him sitting just under the surface.

He saw the fruit being thrown. And something in him snapped into motion. He walked straight to the fence line, fast enough that it changed the temperature of the moment.

“Knock that shit off right now,” he yelled.

The kids paused. Not because they were scared exactly, but because the voice had weight.

Then one of them—small kid, maybe ten, sunburned confidence, the kind of kid who doesn’t fully understand consequences yet—looked up and said:

“Don’t pump me, man.”

It was such a strange sentence. Too casual for the situation. Too confident for the speaker. Like he had borrowed it from somewhere older and wasn’t sure how it fit yet.

There was a beat of silence where the entire stadium noise seemed to pull back slightly.

Mike T looked at him.

“Don’t pump me?” he said.

Then his voice shifted.

“You want me to pump you? I’ll pump you.”

And in that moment—this is the part that still feels unreal even now—he climbed the fence. Not slowly. Not theatrically. Just decisively. Like the boundary wasn’t a boundary at all.

Everything changed at once.

Me, David, Dawn—everyone nearby—we all froze in that wide-eyed way kids do when they realize the rules might not hold. It wasn’t comedy anymore. It wasn’t baseball anymore.

It was just: Mikey baby don’t kill that kid.

That’s what it felt like in my head. Not words were spoken, just panic translated into something almost verbal.

The kids scattered instantly. Full sprint. No hesitation. The fruit stopped mid-air and dropped forgotten. The stadium behind us suddenly felt far away, like it belonged to a different scene entirely.

Mike T took a step forward, still inside the fenced edge of this improvised battlefield, breathing hard, still locked in that strange overlap between anger and disbelief.

And then—somehow—it was over. No actual violence. No contact. Just the threat of it, large enough to erase the mischief that had caused it.

The kids were gone. The fruit stopped flying. The tree stood there like nothing had happened. Afterwards, the stadium noise came back slowly, like a system rebooting.

My dad, Ross, had seen the whole thing. He was laughing, hard. Not the kind of polite laugh adults do when they think they’re supposed to. This was involuntary. Almost helpless. The kind of laugh that tries to stay respectful but can’t quite hold the line.

Because it was funny. In that terrible, chaotic way childhood sometimes is when it brushes up against adult intensity and survives without breaking.

Ross would tell that story for years after. The kid. The fence. The persimmons. The line: don’t pump me man. He never stopped laughing at that part.

Neither did I.

But at the time, I just stood there thinking about Sandy Alomar Jr. somewhere on that field, already on his way to something else entirely, signing baseballs in beautiful handwriting, while right behind the stadium wall the rest of us were learning the difference between games and consequences in real time.

Most of us wouldn’t make it to the Bigs. But for one afternoon in 1983, it all felt like it might matter just the same.was 1983 in Spokane, the kind of summer that felt permanently suspended in late light and dry heat, where the air at night still carried the dust of the day like it had nowhere else to go.

But for one afternoon in 1983, it all felt like it might matter just the same.

Dedication:

For Mike T. And for the kid. You got balls young man, I’ll say that.

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 Concept of “Role Drift” in Laud Humphrey’s The Tearoom Trade and the US Military and Paul the Apostle

Note: This piece is a wide-ranging meditation on Laud Humphreys’ notion of “role drift” in his book The Tearoom Trade, drawn outward into unexpected but structurally suggestive parallels with the historical conversion the Apostle Paul and lived military hierarchy through an interview with an ex-US solider. Beginning from Humphreys’ account of observational immersion and the tendency for participants and observers alike to “go over” through sustained proximity, the piece tracks how identity can be reshaped by exposure to institutional logics and repeated social frames. A military anecdote from the First Gulf War anchors the theory in lived experience, while the figure of Paul becomes an extreme historical case of allegiance reversal that tests the limits of the model. The result is a speculative sociology of affiliation and transformation, where roles are not merely performed but slowly internalized until the boundary between observer and participant, or “they” and “we,” begins to dissolve.

Epigraph:

I believe in this/ and it’s been tested by research/ that he who fucks nuns/ will later join the church.

The Clash

This post takes up that sexiest of subjects, “role-drift.”  In this post I will connect Laud Humphreys’ investigation of “the Tearoom Trade,” that is, casual homosexual encounters in public toilets, the initiation process in the United States military, and the conversion of Paul the Apostle.  Those easily offended by sociological explanations of religion, of sexual preference, or of the comradeship among soldiers should cease reading immediately.

Recently, I finished reading a book–which, as my next post will detail, is a somewhat rare occurrence.  The book was Laud Humphreys’ “The Tearoom Trade,” published in 1970.  It concerns men hooking up with other men, usually strangers, in the public restroom facilities in St. Louis, and it is an eye-opening read.  The blurb on the book jacket pretty much tells the story: “Many American men seek impersonal sex in public restrooms.  Called ‘tearooms’ in the argot of the homosexual subculture, these restrooms are accessible to and easily recognized by those who wish to engage in anonymous sexual encounters {…} By passing as deviant, the author was able to engage in systematic observations of homosexual acts in public settings.  Methodologists will be interested {…} in this unusual application of participant-observation strategies.”  Indeed, methodologists everywhere, I can say without hesitation, were and are all ears.  But the odd thing is that Humphreys, married and purportedly straight when he conducted his research, later divorced his wife and came out as gay.

Now, it may not be considered particularly odd that someone, sociologist or no, who spends several months or years in public toilets observing “insertors” and “insertees” would himself come out eventually, and Humphreys’ persistent use of “us” and “we” to refer to the denizens of the restrooms of St. Louis appears, in retrospect, to be something of a “tell.”  Consider, for instance, sentences such as the following: “when a group of us were locked in a restroom and attacked by several youths, we spoke in defense and out of fear {…} This event ruptured the reserve among us and resulted in a series of conversations among those who shared this adventure for several days afterward” (12), and several other similar uses of plural pronouns.  (It may be of interest here that Humphreys and his study of tearooms enjoyed a brief week in the sun a few years ago when Senator Larry Craig of Idaho was arrested in an airport bathroom stall for foot-tapping–Humphreys covered this topic as well, making clear that foot-tapping was, in 1970, a well-established method of making contact from stall to stall, and already in use by police decoys so many decades ago (20, 87).)

Indeed, the whole study is fascinating, and peppered with wonderfully matter-of-fact passages such as: “There is a great deal of difference in the volumes of homosexual activity that these accommodations shelter.  In some, one might wait for months before observing a deviant act.  In others, the volume approaches orgiastic dimensions.  One summer afternoon, for instance, I witnessed twenty acts of fellatio is the course of an hour while waiting out a thunderstorm in a tearoom.  For one who wishes to participate in (or study) such activity, the primary consideration is one of finding where the action is” (6) (alert readers will recognize the influence of Erving Goffman here; Goffman’s study of gambling establishments is titled “Where the Action Is”).  But the passage which really caught my attention deals with what Humphreys calls “role instability” or “role drift.”  He makes two major points; i) those who start out pitching tend to end up catching; “It appears that, during the career of any one participant, the role of insertor tends to be transposed into that of insertee” (55) (Humphreys attributes this tendency to “the aging crisis” common to tearoom participants); ii) “If {straights} remain exposed ‘too long’ to the action, they cease to operate as straights” (56).  Humphreys here is not referring to men who one day, by accident, may wander into an operational tearoom, but rather to members of the parks department or vice squad who, over time, may be exposed to a wider swath of tearoom activity.  Here is the key passage:

“When some communication continues to exist, parents tend to be ‘turned on’ by their pot-smoking offspring.  Spectators tend to be drawn into mob action, and kibitzers into card games.  Even police may adopt the roles they are assigned to eliminate:

‘It is a well-known phenomenon that when officers are left too long on the vice-squad–the maximum allowable at  any one time being four to five years–they begin to ‘go over’, adopting the behaviorisms and mores 0f the criminals with whom they are dealing, and shifting their primary allegiance’” (Here, Humphreys is quoting from Elliot Liebow’s Tally’s Corner from 1967.  My emphasis).

It is a well-known phenomenon that when officers are left too long on the vice-squad they begin to ‘go over’. The moment I read this, having known of Humphreys’ own history before I read his book, I immediately recognized either a brilliant justification for future defection or an alternative, sociologically-based, theory for how sexual preference is formed.  After all, Humphreys himself spent several years researching and writing “The Tearoom Trade,” over which time he subjected himself to sufficient “action” to push him into shifting his primary allegiance, and to “go over.”  This theory, it goes without saying, flies in the face of the idea that sexual preference is genetic or established in the womb–and just as obviously it cannot explain all instances of same-sex attraction.  But, as a sociologically fascinating explanation for Humphreys own conversion, it remained in the back of my mind.

Several weeks later I was reading Robert Wright’s Atlantic article “One World, Under God,” about the relationship between religion and globalization.  Much of the article deals with the Apostle Paul, and I read something I had long known but never fully processed–Paul persecuted Christians right up until his conversion.  Here’s Wright: “The ‘Apostle Paul’ wasn’t one of Jesus’ 12 apostles.  Quite the opposite: after the Crucifixion he seems to have persecuted followers of Jesus.  According to the book of Acts, he was ‘ravaging the church by entering house after house: dragging off both men and women, he committed them to prison.’  But then, while on his way to treat Syrian followers of Jesus in this fashion, he underwent his ‘road to Damascus’ conversion.  He was blinded by the light and heard the voice of Jesus” (40).  The rest is history, of course, as Paul went on to establish ministries across the Near East, and, according to Wright, recast Jesus’ message as one of love and peace.  There are a couple of classic explanations for Paul’s conversion–first, as Wright says, that he heard the voice of Jesus or God and converted–simple enough.  Second, that Paul was epileptic and had a seizure in which he imagined he heard Jesus.  The first explanation is religious or mystical; the second medical.  But when I read this paragraph, the first thing I thought of was Humphreys–‘It is a well-known phenomenon that when officers are left too long on the vice-squad–the maximum allowable at any one time being four to five years–they begin to ‘go over’, adopting the behaviorisms and mores 0f the criminals with whom they are dealing, and shifting their primary allegiance.’” Had Paul spent too much time on the vice-squad exposed to this rogue new faith and fallen prone to “role-drift”?  This post is not a polemic, and I would not want to rule out religious, medical, or genetic explanations of human behavior–but the unifying thread excited me.

The general topic of role-drift has, in one form or another, been on my mind for several years, and I recently posted an extract of a conversation I had with my editor Dean Williams several years ago.  The narrow topic is how men in the military adapt to the culture–the wider topic is social adaptation and investment in an ideology over time.

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In the interview below “MT” is the author Matt Thomas and DW is Dean Williams, my editor, who served in the US military in the early 1990s during the First Gulf War.

MT: We’re here with U.S. army lieutenant Dean Williams, and he’s going to tell us a story from his military career. Dean, set the scene for us.

DW: OK, so I was a lieutenant back in the 19–early 90′s in Germany and there was an officer party. And a group of lieutenants, with me among them, we’re sitting next to a very famous general, his name was General Michael Kelly. And he was famous because he had become a one star general in a faster time than any other general in the signal corps. So we were very honored to be sitting there, and having a drink or two, with this kind of military celebrity.

MT: So you’d never talked to a one star general before in such a close setting?

DW: Yes, right, not a nice close setting. Not at a kind of a party where–he was being very open and honest with us, and we really got the sense that he had taken off his, kind of, stars, you know his general stars, he felt like more of a human being than is normally the case. And then I just, I felt this honesty and I felt it was a chance to tell him something that I had always felt in the last few years of being an officer and that was that you really got the sense that there was this vast, you know, impersonal, very powerful “they” that was above you; you had to do things, but “they” were up there controlling things, watching you, sometimes praising you, sometimes yelling at you, but they were there and you were here and there really wasn’t, there wasn’t much of a connection. And yet here was this general, he was part of the “they,” but here he was sitting right in front of us having a beer. And I said that to him; I said “so I really feel this gap between us so this is a good, you know, interesting chance,” and then I’ll never forget, he sat back and he put–he was smoking a cigar, by the way he was a very small man, like a lot of generals are…

MT: Were you smoking a cigar?

DW: No, I was not smoking a cigar ’cause I would have gotten sick, but he was a very small, but very dynamic and powerful guy, with piercing blue eyes, drinking his beer and just very animated and dynamic and energetic, and he leaned back and he actually put his cigar down, and he said “young lieutenant, let me tell you something,” he said “I’ve been in the army around thirty years, and I know exactly what you mean.” But he said, “and I went through as a lieutenant, in Vietnam, and did many many things, and I’ve done many field problems and solved many problems, and yelled and gotten yelled at, and in all my long career, as I went through, at some point, that “they” you speak of became a “we.” And now I feel that I am that “we.” And we were all very impressed with that, and I’ve never–I’ve forgotten many things from that evening; I’ve forgotten many things from the military…

MT: But not that? Not that moment?

DW: Yeah. It seems to me the most powerful statement of what it’s like to be part of an organization and to feel either powerless or have power…

MT: So what he meant is that over time, that you too would become part of that thing that you described as a “they,” you’d be part of it?

DW: Yeah…

MT: You would become it.

DW: You would, and as you spend time and invest in an organization, and as the organization gives you more power, more money, more reasons to stay, it doesn’t become–it gets nearer and nearer–it’s almost like some alien force but then it finally goes into you and you are part of it, actually, which is a very…at that time it was very positive. Now I’m more, I’m thinking was it positive or negative? For all of us.

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The vice-squad officer “goes over”

the straight becomes queer

the jailer of the faithful becomes an apostle of the faith

the hipster sells out

“every cheap hood makes a bargain with the world and ends up making payments on a sofa or a girl”

the would-be uncommitted passive intellectual confronts the realization that action is ideology and the personal is political

the they becomes a we

the world turns, stays pretty much the same.

Dedication:

For Puritano

Note; If you enjoyed this piece, you may also enjoy the pieces below which also deal with my editor, the Souther Man and one and only Motherfucking Dean Williams.

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.

My 20 Favorite Songs of All Time With Commentary

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 120 this time in 6 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 hope for. This list does not include ambient music or jazz, two genres I also love. This 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 on this list.

1. Tulsa Queen — Emmylou Harris.

The greatest song of all time, and it’s not particularly close. I get full body chills and my eyes well up with tears every time I hear it. Emmylou is the greatest vocalist of all time by far, and this song is the clearest possible 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. When she starts—“I saw the train/ in the Tulsa night/ calling out my name/ looking for a fight”—it’s just pure magic. 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, 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. The GOAT. Pure legend. Full stop.

2. 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 2.

3,. Faded — Afghan Whigs.

The Afghan Whigs lead singer Greg Dulli does something remarkable here, 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 3.

4. Every Grain of Sand — Bob Dylan. 

I first heard Every Grain of Sand at 6:30 in the morning on AM radio when Bootleg Series I–III dropped in 1991, and I rushed out to buy the box set—my first ever CD purchase. The song is perfect. It summarizes Dylan’s restless, intense, questioning of his faith and suggests both belief and doubt in a truly majestic way.

To get to a song like this, Dylan had to pass through a dozen different selves. The early pure folk troubadour, the protest voice of a generation, the electric poet of love and surrealism, the mid-period wanderer—all of it accumulates here. By the time he reaches the so-called Christian era, he’s already lived several artistic lives. You can hear the turbulence of that transition in records like Street-Legal, with its overproduction and relative lyrical sprawl, before the much cleaner, more direct Slow Train Coming sharpens the message into something more doctrinal, more certain. And yet Every Grain of Sand doesn’t sound certain at all. That’s what makes it extraordinary.

Even coming out of a period of apparent conversion—shaped, at least in part, by the orbit of his gospel-era collaborators and the intensity of that moment—it refuses to settle into simple testimony. It doesn’t preach. It wavers. It searches. The voice in the song is not anchored; it’s oscillating, moving between conviction and isolation, presence and absence.That tension is everything. Dylan is not resolving faith here—he’s inhabiting it, in all its instability. The sense that there might be something there, and the equally powerful sense that there might not be, coexist without canceling each other out. The song holds both, and in doing so, it becomes larger than any one phase or identity he’s ever occupied. Unbelievable.

The bootleg version—with the faint, accidental intrusion of a barking dog in the background—is far prettier and more soulful than the also great album version. It feels less finished, more human, more exposed—closer to whatever fragile truth the song is reaching toward. It’s 3 on the list, but 1 in my soul.

5. 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.

6. Thrasher — Neil Young.

There are so many great Neil Young songs that could go up here—On the BeachRoll Another Number for the RoadAlbuquerqueCortez the KillerPowderfinger. But it’s Thrasher that makes the list. This is a highly allusive, poetic, and suggestive song—TV, the Grand Canyon, diamonds—but it really feels like it’s about the aftermath of the 60s: its disillusionment, its lost promise, the slow realization that whatever was supposed to change didn’t quite change the way anyone thought it would. The idealism curdles, or maybe just hardens. What once felt fluid starts to set.

“They were lost in rock formations / they became park bench formations”—to me, that still reads as a shot across the bow at Crosby, Stills, Nash & Young. Young keeps moving, keeps shedding skins, while the others settle, calcify, become part of the landscape they once tried to reshape. But the line opens up beyond that. “Rock formations” suggests something vast, natural, even awe-inspiring—people absorbed into something larger than themselves. “Park bench formations” is smaller, static, almost resigned—people sitting still, watching instead of acting, becoming fixtures rather than forces. That shift—from movement to stasis, from formation to being formed—feels like the real subject of the song. Not just what happened to CSNY, but what happened to a whole generation that thought it was going to keep moving forever. And then there’s the title.

What the hell is a “Thrasher,” anyway? I mean a thresher is a machine that separates grain from chaff. Something that strips away the unnecessary to get at what’s essential. But a Thrasher? In any case, the song has that quality—it cuts, it reduces, it leaves you with something bare and slightly unsettling. It’s not nostalgic. It’s diagnostic. Young only played it live once, flubbed some lines, and never went back to it. That almost adds to the mystique. It feels like a song that wasn’t meant to be repeated too often, like it captured something too specific, too transitional, to comfortably revisit. The song is delivered in Young’s patented high-pitched voice, with a finely tuned acoustic guitar that gives it a kind of fragile clarity.

It’s a beautiful song and my favorite on a long, long list of great ones.

7. Cape Canaveral — Conor Oberst.

The most beautiful and striking song from Conor, who also wrote my number 13 favorite, Easy/Lucky/Free. The song uses the space program—those televised launches, 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 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.” That might be one of the prettiest 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; it’s a salvaged one. It’s about making meaning from distance, from partial access, from watching instead of 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 5 artist of all time, and this song is exactly why.

8. It’s Never Been a Fair Fight — Craig Finn.

I have written at great length about Fair Fight elsewhere, and this is the song that I have the most to say about. Mostly, this is because it is one of Finn’s, and music’s, most intellectual song and it takes up the somewhat unlikely theme of the rules and strictures of musical subcultures.

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.” The song sees the narrator describing his old stomping grounds with his ex-lover Vanessa, the purist who is the keeper of the rules of the subculture of hardcore, underground music scene, as well as Angelo and Ivan, fellow scenesters.

The song sees the narrator leaving the culture because he heard a song that he liked on the radio. Pop lusic is verboten in Vanessa’s world, but not in that of the narrator or Finn. Too many goddamn rules. The song closes with a. funeral and what sounds likea suicide, maybe Angelo, and Finn closes the song thusly: Yeah, I knew he was hurting I was not exactly walking in bright lights Yeah, I knew it could happen It’s never been a fair fight.” Life, for many of us, can feel like it’s not a fair fight. Making it in music, or in New York, probably doesn’t feel like a fair fight.

A lot of fights are not fair. Finn is a magician and this is one of his greatest magic tricks. 

9. Never Aim to Please — Tommy Stinson.

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 9.

10. 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.

11. Red River Shore — Bob Dylan.

I first heard Red River Shore the same way I heard a lot of Dylan that mattered to me—by accident, or what felt like accident at the time, buried in the sprawl of one of his Bootleg records. It didn’t announce itself. It just was, sitting there, waiting, and then suddenly it wasn’t just another outtake—it was the thing I couldn’t shake.

This is Dylan at his most haunted and most restrained. No overproduction, no grand gestures, no myth-making machinery humming in the background. Just a voice, a melody, and a memory that refuses to settle. If something like Street-Legal feels overstuffed and restless, and even the later Time Out of Mind leans into atmosphere as a kind of emotional amplifier, Red River Shore strips all of that away. It’s clean, but not simple. Bare, but not empty. The song circles around a figure—maybe a woman, maybe an idea, maybe a version of the self that no longer exists—and it never quite resolves what that figure is. That ambiguity is the whole point. Dylan doesn’t give you a stable object to hold onto; he gives you the feeling of reaching for something that keeps receding.

The “shore” itself feels less like a place and more like a threshold, somewhere between memory and myth, where the past is always just out of reach but never fully gone. And then there’s that extraordinary turn in the middle of the song, where he brings in the story of a man from long ago who could raise the dead—a clear echo of Jesus, or at least of the idea of miraculous restoration. Dylan had already passed through his overtly Christian phase by the time this surfaced, but what’s striking is how the language of that period never really leaves him. It just changes form. Here, it’s not testimony. It’s question. If that kind of power once existed—if something lost could be brought back—what does it mean that it doesn’t seem to happen anymore? That question lands hardest when he turns back inward, toward his own invisibility. There’s a line of thought that runs through the song: maybe nobody ever saw him at all, except for that one figure from the shore.

It’s devastating in its quietness. Not anger, not even sorrow exactly—just the possibility that a life can pass largely unrecognized, that meaning can hinge on a single encounter that may or may not have been real in the first place. What’s remarkable is how controlled the longing is. Dylan has written plenty of songs that ache, that burn, that lash out, but this one doesn’t do any of that. It waits. It moves at the pace of recollection, not desire. There’s a sense that whatever happened on that shore is no longer accessible in any direct way, and yet it exerts a gravitational pull on everything that comes after. The narrator isn’t trying to get back there—he knows he can’t. He’s trying to understand why it still matters.

And like the best Dylan songs, it resists interpretation even as it invites it. Is this about a lost love? A spiritual dislocation? A life not lived? Yes, and no. It holds all of those possibilities without collapsing into any one of them. It’s a song about memory as an unstable medium—how it distorts, preserves, elevates, and traps all at once. There’s a quietness to the performance that makes it feel almost private, like something not meant for a wide audience. That’s part of why it lands so hard. It doesn’t feel like a statement; it feels like a confession overheard, or maybe even a thought that slipped out before it could be edited.

Dylan has written hundreds of great songs across more phases than most artists could survive, but Red River Shore sits in a category of its own. It doesn’t rely on his persona, his legend, or even his voice at its most forceful. It relies on something deeper: his ability to inhabit uncertainty without trying to resolve it. That’s why it stays with you. Not because it explains anything, but because it refuses to.

12. April the 14th Part II— Gillian Welch.

I first heard April the 14th, Part II the way a lot of the best music enters your life—over the radio, half by accident, but not really. Conor Oberst had cited it as one of his favorites, and that was enough to lean in, but the song itself did the rest. It didn’t ask for attention; it quietly demanded it. Welch’s partnership with David Rawlings is one of the great creative pairings in American music—two artists so attuned to each other that the line between writer and interpreter almost disappears. Across an extraordinary catalog, they’ve built a sound that feels both ancient and immediate, rooted in tradition but never derivative. April the 14th, Part II sits right at the center of that achievement.

The song takes its title—and its loose conceptual grounding—from the date of Abraham Lincoln’s assassination, but it doesn’t approach history in a straightforward way. Instead, it fractures it, reframes it, turns it into something lived-in and contemporary. The past isn’t something to be preserved behind glass; it’s something that leaks into the present, reshaping it in ways that aren’t always obvious. Lincoln is there, but so are highways, bars, long drives, and the peculiar loneliness of being in motion for too long. That’s where Welch’s genius shows most clearly. She understands the continuity between those worlds—the mythic American past and the far less romantic present of touring musicians, late nights, and empty miles. When she drops a line about a girl passed out in the backseat, it doesn’t feel like an aside. It feels like evidence. She knows the road—not the idea of it, not the mythology, but the actual, grinding, disorienting reality of it. The song carries that knowledge without ever turning didactic.

There’s also something deeply American in how she holds all of this together. Not patriotic, not sentimental, but recognizably American in its contradictions—history and amnesia, ambition and exhaustion, beauty and wreckage. In that sense, she stands in a clear lineage with artists like Townes Van Zandt and Emmylou Harris, inheriting their sense of narrative, their attention to emotional truth, and their ability to let a song breathe without forcing it toward resolution. And yet she never feels like an imitator. The voice, the phrasing, the perspective—it’s all distinctly her own. A true American original. April the 14th, Part II doesn’t resolve its tensions. It lets them sit. History and the present, myth and reality, movement and stasis—they all coexist without collapsing into something neat. That’s what gives the song its weight. It’s not trying to tell you what America is. It’s showing you what it feels like to live inside it. And once you hear it, you don’t forget it

13. Easy / Lucky / Free — Bright Eyes.

I love Bright Eyes, but I love Conor Oberst solo even more—Cape Canaveral sits higher for me—but Easy / Lucky / Freeis a killer. It’s one of those songs that feels light on the surface—almost buoyant—but carries a depth that sneaks up on you. That’s a rare trick, and Oberst pulls it off without seeming to try. The song moves with an ease that belies how much is actually going on underneath. There’s reflection, acceptance, a kind of cautious optimism that never tips into naïveté. It feels like someone taking stock of a life that’s been messy, uncertain, sometimes self-destructive, and deciding—quietly—that it’s still worth something. Not in a grand, declarative way, but in a lived-in, almost offhand recognition.

Part of what makes the song endure is how open it is. It doesn’t force a meaning; it leaves space for you to step into it. That’s something Oberst has gotten better and better at over time. The earlier Bright Eyes records—I’m Wide Awake, It’s Morning, for instance—are incredible, but they’re more immediate, more raw in their expression. By the time you get to Digital Ash in a Digital Urn, which I think is the best Bright Eyes record, the songwriting has deepened. There’s more control, more subtlety, more willingness to let a song breathe. Easy / Lucky / Free sits right in that evolution. It’s not trying to overwhelm you; it’s trying to stay with you. And it does There’s also a great conversation around the song in its afterlife.

The Dawes cover is marvelous—faithful but expanded, bringing a different kind of warmth and clarity to it. And then there’s the reciprocal moment: Oberst covering Million Dollar Bill, Dawes’ best song, on their collaboration. It’s a perfect exchange—two artists who clearly hear each other, trading songs and making them their own. Oberst is my number five artist of all time, and it’s songs like this that make that ranking feel inevitable. The songwriting has only gotten deeper with time, more assured without losing that early vulnerability. And even though Cape might sit higher, Easy / Lucky / Free is right there, doing something just as difficult in a completely different register. So, so good.

14. Double — Michael Knott.

This song sits as part of a remarkable one-two punch in Knott’s catalog—Double at 14 and Rocket at 15. Rocket is the better-known, more frequently covered song, the one that tends to travel. But Double might actually be the deeper cut, the one that does more with less and lingers longer once it’s over. On its face, the song is almost disarmingly simple: a guy at a bar knocks over another guy’s drink at the pool table, offers to replace it, and the other guy asks for a double instead. The narrator digs out four bucks—his last—and buys it.

That’s the whole setup. It’s small, almost nothing. A minor act of compensation in a place where those transactions happen all the time. But Knott is never just writing the surface story. What unfolds underneath is something much heavier, something that shifts the song from anecdote to diagnosis. The bar becomes a threshold space—where the choices you make, even small ones, echo into the life waiting for you at home. The song moves forward and suddenly you’re not at the pool table anymore; you’re waking up in a house with responsibilities you can barely face. A child needs you. Your partner is trying to hold things together. There’s church, obligation, the faint outline of a life that’s supposed to be stable and meaningful, and the overwhelming sense that you are not meeting it.

And then Knott does something devastating: he reframes the entire situation through another failing marriage—the preacher, the supposed moral center, the guiding light for years, whose own life is unraveling. The implication lands hard and quietly: if even that doesn’t hold, what chance does anything else have? The song becomes about marriage—not in the sentimental or idealized sense, but in the lived reality of it. Fatigue, compromise, small resentments, moments of grace that don’t quite offset the weight of everything else. The double at the bar starts to feel like more than a drink—it’s a decision, a coping mechanism, a tiny tilt in a direction that’s already dangerous.

Knott’s work has always carried that edge of autobiography, that sense that he’s not writing about struggle so much as from within it. His battles with alcohol were real, long-standing, and central to both his life and his art—something he never fully resolved, only wrestled with in public through his songs. But while that struggle shaped him, it is not officially cited as the cause of his death, which remains undisclosed.  What makes Double so powerful is how much it trusts the listener. It doesn’t explain itself. It doesn’t moralize. It presents a series of moments—bar, home, church—and lets you connect them, lets you feel the throughline without being told what it is. And once you see it, you can’t unsee it. That’s why it might be Knott’s best song, even if Rocket gets the attention. Double doesn’t announce itself. It just sits there, quietly devastating, doing its work long after the song is over.

15. 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.

16. 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.

17. 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 17.

18. Killer Parties — The Hold Steady.

Everything else is commentary. The band isn’t just a band; Finn isn’t just a frontman. The Hold Steady is a community, a lineage, a shared memory palace built out of long nights, near-misses, inside jokes, loud guitars, and people who actually want to be there. We are the Hold Steady. And Craig baby you are goddamn right, I am the Hold Steady. The Hold Steady is my favorite rock band of all time. I could make the case for a few others—The Velvet Underground, Grateful Dead, The Replacements, Car Seat Headrest—but for my money The Hold Steady most cleanly expresses what rock music is for. Not just sound, not just attitude, but shared experience turned into narrative.

Coming out of Lifter Puller, Finn was already writing in tight, clipped internal rhymes, dense alliteration, and nocturnal fragmentation. But with The Hold Steady the perspective opens up. The chaos is still there, but it’s filtered through memory and reflection. The language becomes more legible without losing its edge. Killer Parties, from the 2003 debut Almost Killed Me, is told from the perspective of someone older, someone who has already lived through the hardcore-to-indie-to-rave-up continuum and come out the other side. He’s been through Minneapolis basements, New York nights, Ybor City mythologies—the so-called party capital of America—and what remains is not nostalgia exactly, but accounting.

What did it cost, and what did it mean? It pairs naturally with Most People Are DJs (“I was a Twin City trash bin / I’d jam it all into my system”) and Soft in the Center (“And I’m just trying to tell the truth, kid / I’m just trying to tell the truth / You can’t get every girl / You get the ones you love the best”). Across these songs, Finn is already moving toward the older register he occupies now: less urgency, more reckoning. Like Faded in the Afghan Whigs canon, Killer Parties has remained a live staple—an encore song, a release valve, a communal shoutback. And its central refrain is exactly what it says it is: killer parties almost killed me.

No metaphor is needed beyond that. Finn has been there and done that. He has lived it, absorbed it, and returned from it with something closer to clarity than regret. And even in this early form, you can already hear the direction of travel: toward the reflective, grounded, older voice that defines him now. A truly great song—and a blueprint for what comes after the chaos stops being infinite.

19. Rock n Roll Singer— Mark Kozelek (AC/DC Cover).

The original Rock ’n’ Roll Singer is by AC/DC—a raw, early cut from T.N.T. (1975). It’s already got the skeleton of something great: the ambition, the defiance, the simple declaration of identity. But it’s also messy in that early AC/DC way—loose production, Bon Scott’s sardonic asides cutting across the sincerity, a kind of pub-rock sarcasm that slightly diffuses the emotional core instead of locking it in.

Kozelek hears it differently. And more importantly, he means it differently. Across multiple incarnations—solo, Red House Painters, and Sun Kil Moon—he’s returned to this song like it’s a personal doctrine. It’s not a cover so much as a repeated self-interrogation. The acoustic version strips everything down to confession; the Sun Kil Moon electric version adds weight and repetition; but it’s the live performance at The Chapel in San Francisco (Aug 19, 2017, on YouTube) that feels definitive. Electric guitar, but unpolished. Less mannered than the studio SKM version. More immediate. More exposed. And Kozelek just inhabits it.

The lyric isn’t complicated: working-class childhood, parental expectation, school, rebellion, long hair, refusal to conform. It’s the classic origin myth of rock music itself. But in Kozelek’s hands it becomes something more existential. Not just “I want to be a rock singer,” but this is the only coherent identity available to me that feels real. That chorus—repeated, rising, almost mantra-like—isn’t just aspiration. It’s fixation. He pushes it harder each time, voice tightening, almost ecstatic. There’s a strange joy in it, but also something like compulsion. This is not a person imagining a career. This is a person locking onto a destiny.

And then the darker undercurrent: the devil-in-the-blood logic of ambition. The sense that the desire itself has a cost baked into it. Kozelek doesn’t play that as metaphorical flourish; he plays it as recognition. If you want this badly enough, you don’t just chase it—you surrender something to it. That’s why it works as his thesis statement. Because Kozelek’s entire career is that tension stretched over decades. Early Red House Painters records gave him Have You Forgotten and Cruiser—songs of melodic melancholy and emotional clarity. Then the Sun Kil Moon era brings the breakthrough again with Benji (2014), an album that suddenly re-centers him in the conversation. “Ben’s My Friend” in particular catches that strange inversion of time and status—his connection to Ben Gibbard now reframed through shifting fame and distance, with that brutal line about the thin line between backstage access and feeling like an impostor in your own life.

From there, things expand—and fragment. The later Sun Kil Moon output becomes looser, more digressive: breakfast details, cats, long spoken passages, emotional drift that sometimes feels like composition and sometimes feels like overflow. The public persona starts to wobble. He writes songs like War on Drugs Can Suck My Cock after disputes over live volume at festivals. A collaboration with Jesuturns into extended monologue rather than song structure. He comments on audience demographics, once saying he used to play for “cute chicks” and now plays for “guys in tennis shoes.”

The self-mythology becomes unstable—at times self aggrandizing, at times self-undercutting, often both in the same breath. Then there are the controversies, the accusations that circulate without ever fully resolving into clean narrative closure. Combined with the relentless release schedule—multiple records a year, nearly impossible to track in full—it creates a figure who is always present and slightly out of phase with how he is being received. And yet. And yet he still lands inside my personal canon. Because at his core, Kozelek keeps returning to that original statement: I wanted to be a rock ’n’ roll singer, and I became one. Everything else—digression, controversy, excess, fatigue—is built on top of that irreducible core.

My great friend Ian (who thinks I’m nuts for still following him, despite also loving Red House Painters) isn’t alone in that reaction. Kozelek divides listeners precisely because he refuses to stabilize into a single, manageable artistic identity. But for me Singer remains clean. Not in execution, but in intent. A mantra. A declaration. A life chosen and lived, even when it gets strange. And that’s why it sits so high for me: not because it’s simple, but because it’s absolute.

20. Malibu Love Nest — Luna.

The simplest song in the top 20 and also the silkiest. First things first: Sean Eden, Luna’s long-time guitarist, is an absolute genius. His playing sits in that rare tier—alongside people like Mick Taylor or Mark Knopfler—where the instrument stops sounding like accompaniment and starts sounding like commentary. He doesn’t decorate the song; he inhabits it.

And by all accounts, he had to work for that role. In Dean Wareham’s memoir Black Postcards, there’s that wonderfully deadpan passage about Bryce reorganizing Sean’s process:
“Sean is a brilliant guitarist… but he is one of these people who equates the music-making process with a great deal of pain.”

That line captures something essential about Luna: the tension between ease and effort. The music feels effortless, but it absolutely isn’t. Once Eden joins the band, everything lifts. Luna becomes something more refined, more cinematic, more self-aware without losing its cool distance. Malibu Love Nest—from Rendezvous, which for my money is their best record (though Penthouse is right there)—is the clearest expression of that shift. It’s also my favorite Luna song by a distance, ahead of ChinatownTiger Lily, and Slash Your Tires.


On the surface, it’s almost disarmingly simple. Romantic imagery, luxury signifiers, travel, repetition of place-name refrain. A kind of dream-pop postcard written in real time. But Wareham is doing something subtler: he’s writing the fantasy while simultaneously showing you its constructedness.
The lyric moves through diamonds, bathrooms, planes, buses, trains, Italian magazines, streets, beaches—all the surfaces of a life that looks expensive and weightless from the outside. But the repetition of writing a name in all these places gives it away. This isn’t possession. It’s inscription. It’s someone trying to leave evidence inside a world that may not actually be theirs.

And that’s where Britta Phillips comes in—not just as bassist, but as tonal shift. Her presence gives the song its low-end pulse, that understated, sultry movement that turns the whole thing from detached dream into something bodily. Luna stops being just a guitar band and becomes something more fluid, more intimate, more ambiguous.

There’s also that Black Postcards anecdote about Wareham in therapy after his divorce, where he’s asked whether he’d prefer $200 or $150 per session and immediately says $150. It’s funny, but also perfectly revealing: the instinct toward practicality inside a life that otherwise drifts toward aesthetic distance. That’s Luna in miniature—romance always checked by cost, beauty always adjacent to accounting.

And then the final shift: “You will call me Robespierre…” Suddenly the dream cracks open into history, revolution, collapse, irony. The romantic fantasy is no longer just private—it’s unstable, politicized, slightly unmoored. The air changes.

That’s what makes Malibu Love Nest work. It’s not just a soft-focus love song or a beachside reverie. It’s a controlled drift between aspiration and awareness—between the life being imagined and the life quietly acknowledging it might never quite arrive. Silk on the surface. Restlessness underneath. A perfect Luna move.

My Time in Kumamoto Japan I: NOVA and Meeting Sachie

Note: This is the first entry in a new series about my time in Kumamoto, Japan between April of 1997 and December of 1998. What began as a recollection of a short, chaotic teaching stint but became an excavation of place, power, and early adult identity under surveillance. Set against the compressed social ecosystem of a small Japanese city in the late 1990s, the piece moves through NOVA’s glass-room culture, its porous rules, and the peculiar cast of lifers, bosses, and drifters who inhabited it. What emerges is not a complaint but a tonal study: of being watched, of improvising freedom within constraint, and of the quiet luck of finding something real—Sachie—amid a system that often felt artificial.

Epigraph:

Kim You Bore Me to Death

Grandaddy

I arrived in Kumamoto in April of 1997 to teach English at NOVA, which at the time felt like a pretty wild thing to be doing. Kumamoto is not Tokyo. It’s a smaller city, slower, and NOVA was right at the north end of the Shotengai, basically downtown. Everyone knew everyone, or at least knew of them, which I didn’t fully understand yet.

What I also didn’t fully understand was that I would be living with one of my bosses.

Her name was Sam. She was about 35, from Wales, and she had this story she loved to tell—more like boast—that Donovan had written a song for her mother. I never quite figured out which one. She was in the apartment with me and another teacher, Heather, and she was there all the time. Not just physically there, but present. Observing. Asking. Not in a relaxed roommate way, but in a way that felt like she was always slightly checking something.

NOVA had a loose rule about no fraternization between students and teachers. Loose being the key word. It happened all the time. Another teacher, Cameron, told me a lot of the young women came to find a boyfriend. Whether that was true or not, relationships were constant. There was this big izakaya on the Shotengai where everyone went, and it was basically understood that whatever the rule was, it wasn’t really enforced.

By early June I was seeing Sachie, who had been my student. She was my girlfriend then and is my wife now. I went to her house pretty early on. Her father, Tetsuyo, a gruff, older, very conservative Japanese dad, said he would meet me, but then he went to take a “bath” and didn’t. So I didn’t meet him for months. Her mother, Kazuko, was lovely then and is lovely now.

We couldn’t really spend time together at my place, obviously, so we’d drive around in her car. That was our space. We’d park wherever passed for lovers’ lane in Kumamoto, which, thankfully, was not the Zodiac. No Zodiac in Kyushu, thankfully. We’d sit there, windows cracked, the car quiet, the whole thing feeling both secret and completely ordinary at the same time. That was just how it worked.

At some point I told Joy, another teacher, that I was seeing Sachie, and I told her not to say anything because it was technically against the rules. She said of course. And then, of course, she immediately went and told John G., and from there it got around.

By that point it didn’t really matter. I had to leave, but I also wanted to leave. NOVA felt like a factory. The hours, the structure, the constant low-level supervision—it wasn’t for me. I gave my one month’s notice and in July of 1997 I moved to Washington. Better hours, easier gig, and a lot more freedom.


There were a couple of long-term guys at NOVA, both Brits, both lifers in a way I couldn’t really imagine.

Cameron was the more interesting of the two. We’d go to the big izakaya on the Shotengai—yakitori, big beers in frosty mugs, the usual—but his real place was Madam’s Bar, also on the Shotengai. Madam was the owner, a transvestite, and Cameron loved her. Absolutely loved her. He went there every night.

He took me a few times. It was small and dark, always smoky, with Queen playing on a loop. I drank White Russians and, for reasons that made sense at the time, felt like a bit of a stud. It had its own rules, though. You could feel that pretty quickly.

By Halloween of 1997 I was already at Washington, but I was still around Kumamoto a fair bit, still seeing people. The week before Halloween I went back to Madam’s with Cameron.

“Matty baby, T-shirt time,” Madam said. “You will buy the bar T-shirt. Halloween theme. ¥4000.”

¥4000 was a lot for me then.

“Madam baby, that’s a bit steep,” I said. “I’ve already got plenty of T-shirts. Maybe next year.”

She and Cameron had a quick whispered conversation off to the side. We finished our drinks and left. Outside, Cameron turned to me.

“Matty baby, there’s not going to be a next year. You’re banned. 86’d. Hit the bricks, pal. You’re out.”

“For not buying a T-shirt?”

“Oh yeah,” he said. “T-shirts are serious business.”

And that was it. Never went back.


Mark was the other lifer. Late thirties, married, one daughter. Solid guy. He loved his wife in a way that was both sincere and slightly odd in its phrasing.

“I can hack this job,” he’d say, “as long as I can go home each night to my little mouse’s ear.”

I never heard that expression before or since.

John E. was our boss, technically over Sam. He was always in and out—Osaka, Fukuoka, training sessions, that kind of thing. When he was around, though, he had a habit.

When we drank, he would smack Mark on the butt. All the time. Didn’t ask. Just did it. Mark would try to laugh it off.

“John E. baby, maybe not tonight,” he’d say.

Didn’t matter. It kept happening.

One night John E. turned to me. “Matty baby, can I smack your ass?”

“John E. baby, no way,” I said. “Thanks, but no thanks.”

At least he asked.


John G. was an anomaly. Everyone else was in their twenties or thirties; he was in his sixties. He said—said, mind you—that he had made and lost six fortunes, mostly in gold in South Africa. Maybe. By the time I met him he was broke as fuck.

He would fall asleep in class. Not subtly either. Full-on snoring, loud enough that you could hear it through the glass walls. And these were small classes, three or four students at most, everyone sitting there while he just drifted off. You could see it happen in real time.

John E. had a number of supervisory conversations with him. Nothing changed.


Then there was Paul, who wasn’t even at Kumamoto—he worked out of Osaka. I met him during training in late April of ’97, and he was a strange guy from the jump.

He told this whole story about growing up in Arkansas, parents who were abusive, into drugs, no money. Said he ran away at sixteen and found God on the road shortly after. Compared himself—without irony—to St. Paul on the road to Damascus. Claimed he made a living hustling poker, which might have been true, but there was something else in there too. Not exactly dishonest, but… flexible.

He wanted to convert me. That was clear immediately.

We walked all night. Ten hours, maybe more, all over Osaka. Through neighborhoods, through stations, at one point through a huge homeless encampment—post-bubble Japan, a lot of salarymen who had fallen hard. It stuck with me. Paul talked and listened in equal measure, which is its own kind of technique, but there was always one direction to it.

The goal was simple: Matty finds Jesus tonight, come hell or high water.

I didn’t.

A couple of months later he came down to visit Kumamoto. We went to the izakaya on the Shotengai, then another bar—not Madam’s. Different energy.

There was a girl there, Yoko, and she was very clearly interested in me. So she’s all over me and Young Mr. Johnson is getting, uh, perky. I’m kind of nuzzling her neck and all, and Sachie and I are barely dating, not exclusive yet. Cameron leans over.

“Uh, Matty baby, YMJ is looking a little perky there.”

“Ruh roh,” I said. “Gotta go.”

There were a few good reasons for that.

One, I wanted to date Sachie only. I wanted to be exclusive. I told her the next day what had happened and she was like, “Good. Let’s go exclusive then.” So that was that.

Two, Yoko was like nineteen and I was twenty-three, and she had tons and tons of pancake makeup, which just wasn’t my thing.

So I jetted. Walked fifteen minutes home.

On the way I passed Fumachi. Of course, “machi” means street in Japanese, so to me it read FU-machi, which I found hilarious. I tried to explain this to Sachie once and she was like, “Yeah, machi just means street.”

“Yeah, I know,” I said. “That’s why it’s funny.”

Didn’t really translate.

By the river, as always, hammered dudes were out there pissing into the water. Just part of the scenery.

I get home, it’s around eleven, I’m getting ready for bed, and a taxi pulls up.

Out step Paul and Yoko.

Ruh roh.

Paul’s staying over, sleeping on a futon in the living room, and I’m thinking, what’s the plan here—hook up with Yoko right there while me, Heather, and Sam are all in the apartment? Outta control. Maybe that’s just how he rolled.

Anyway, Yoko took one look at me and jets. She’s gone.

Paul shrugged it off.

“Easy come, easy go.”

We end up playing poker instead. For a little money. I’d played all through childhood, in college, figured I was about a B+.

He wiped the floor with me. Took all my lunch money and didn’t lose a hand.

That’s when I started to believe him.


Looking back, those first two months in Kumamoto feel both chaotic and oddly contained, like everything was happening all at once but also exactly as it was supposed to. NOVA was a factory, no doubt—bad bosses, strange rules, glass rooms, and the occasional existential crisis over whether a black turtleneck and a white short-sleeved shirt constituted a violation of “regs.” I smoked Mild Sevens like it was part of the job description, drifted between pool halls and izakayas, and tried to make sense of a place where everyone seemed to know more about what I was doing than I did. And in the middle of all that, somehow, I met Sachie. That part feels less like chance the older I get, more like the one thing that cut cleanly through all the noise.

It didn’t last long—April to July, just a couple of months—but it stuck. The people, the rhythms, the small absurdities, the feeling of being watched and not quite fitting and also not really caring. I left because I had to, and because I wanted to, and both things were true at the same time. Better hours, easier life, more freedom. But Kumamoto was the start of something, even if I didn’t know what at the time. I never did get that T-shirt.

Dedication:

For my wife Sachie. Glad I met ya baby.

Note: If you like this piece, you may like the pieces below, which take up my time just before moving from the US to Japan.

The Splinter Fraction: Male Circumcision Should Be Outlawed — 1 Million Percent

Note: This piece argues that male circumcision should be strictly outlawed for non-consenting minors. It approaches the topic from a strict bodily autonomy framework regarding non-consensual, non-therapeutic interventions on minors, and treats irreversible bodily alteration without consent as the central ethical issue. It is not addressing medically necessary or emergency procedures, nor situations where an intervention is required to prevent serious immediate harm, which are outside its scope. The argument also focuses on principle rather than comparative cultural practice, and is intended as a normative claim about legal consistency in liberal systems rather than a commentary on individual intent, belief, or identity.

Epigraph:

Jesus don’t touch my baby.

Ryan Adams

Male Circumcision Should Be Outlawed — 1 Million Percent

Male circumcision of non-consenting minors should be outlawed globally, with legal penalties applied to those who perform or facilitate it, and civil penalties imposed on parents who authorise it. I was circumcised in infancy in a Catholic family in 1974. The issue is not medical ambiguity or cultural discomfort but a basic question of bodily autonomy: whether irreversible, non-therapeutic alteration of a child’s body can ever be justified without consent. In a liberal legal system that claims to prioritise individual rights, the answer should be consistent and categorical. Anything less relies on inherited exemptions—religious, medical, or cultural—that do not withstand ethical scrutiny once the principle is stated plainly.

The core objection is simple: irreversible bodily modification without consent is impermissible when it is not medically necessary. A child cannot consent, and parental authority is not unlimited; it is a delegated responsibility bounded by the child’s future autonomy. Circumcision is not an emergency intervention. It is not a life-saving procedure in the vast majority of cases. It is the removal of healthy tissue from an individual who will live the entirety of their life with that alteration imposed before they had any capacity to participate in the decision.

This is where liberal societies already reveal a partial but incomplete consistency. We accept that consent is not static across childhood. We do not allow children to make binding decisions about sexual activity, because we recognise developmental thresholds of agency and understanding. That is why age of consent laws exist at all, and why they sit at or near adulthood in most jurisdictions. But the same logic applies more fundamentally to irreversible bodily alteration. If we accept that certain domains require maturity before consent is meaningful, then permanent physical modification must fall under the same principle. The difference is not moral category; it is legal lag.

The counter-case is not weak in structure, even if it fails ethically. It rests on four main claims: parental rights, medical justification, religious freedom, and social normalisation. Parents are routinely empowered to make medical decisions on behalf of children under a “best interests” standard. Circumcision is often placed within this framework as a preventive health measure. Some studies are cited to suggest reduced risks of urinary tract infections or sexually transmitted infections later in life, and complication rates in clinical settings are presented as low. On this basis, it is framed not as cosmetic alteration but as permissible preventive medicine.

Religion provides a second pillar. In Judaism, circumcision is a covenantal rite central to religious identity. In Islam, it is widely practiced as a tradition of purification and belonging. Liberal states are deeply reluctant to interfere with such practices, treating them as protected expressions of religious freedom. On this view, banning circumcision would represent not neutrality but intrusion into foundational religious life.

The third pillar is cultural and social integration. In societies where circumcision is widespread, particularly where it is near-universal within certain populations, deviation can create stigma or perceived abnormality. The argument follows that enforcing prohibition could impose social harm on children by marking them as different within their communities. Finally, legal systems distinguish male circumcision from female genital cutting on the basis of severity, medical context, and institutionalisation within healthcare systems, arguing that harm is not equivalent and therefore regulation need not be symmetrical.

Taken together, these arguments form a sort of a defense of permissibility under existing liberal frameworks: parental discretion within medical norms, protected religious practice, and harm-based legal classification.

But each of these pillars collapses under a stricter application of bodily autonomy.

Parental authority is real, but it is not sovereign. It exists only insofar as it serves the future autonomy and welfare of the child. It does not extend to irreversible, non-therapeutic bodily alteration where no immediate necessity exists. The “best interests of the child” standard is not a blank cheque; it is a constraint. We already recognise this in other domains where the state intervenes against parental choice when irreversible harm or violation of fundamental rights is at stake. The question is whether we apply that constraint consistently.

Medical justification also fails the threshold test when examined carefully. Even if certain population-level benefits exist, they are statistical, not essential. They can be achieved through far less invasive means—hygiene, education, barrier protection—without permanently altering the body of an individual who has not consented. Preventive possibility is not sufficient justification for irreversible intervention. Medicine does not normally operate on the principle that minor statistical risk reduction permits non-consensual surgery on healthy individuals.

Religious justification is where liberal systems most visibly reveal their tension. Freedom of religion is a foundational principle, but it is not absolute. It has never been interpreted as permitting unlimited parental action upon a child’s body. The critical distinction is between belief and irreversible physical imposition. Religious freedom protects the right to believe, to practice, and to transmit culture—but it cannot logically extend to authorising permanent bodily modification of an individual who has not consented to participate in that covenant. A child is born into a tradition, not owned by it.

The social integration argument similarly confuses descriptive normativity with ethical justification. That a practice is common within a group does not mean deviation is harmful in a way that justifies irreversible intervention. Social discomfort is not equivalent to bodily violation. Otherwise, any culturally dominant practice could immunise itself from ethical scrutiny simply by achieving prevalence.

The legal distinction between male circumcision and female genital cutting is often defended on the basis of harm severity and medical framing. But this distinction, while operationally convenient, becomes unstable when the underlying principle is examined. If the governing value is bodily integrity and consent, then sex-based differences do not determine permissibility. The relevant question is not comparative severity alone, but whether irreversible non-consensual alteration is being authorised at all. Harm thresholds may differ in degree, but the structural violation—altering a child’s body without consent—remains.

Once these counter-arguments are reduced to their core, what remains is not a justification but a set of accommodations: to tradition, to institutional history, to religious continuity, and to cultural inertia. None of these constitute a moral defence of the act itself; they constitute reasons why it persists.

This is why enforcement matters. A principle without enforcement is not a principle in practice. If bodily autonomy is to mean anything in a liberal legal system, it must be protected even when the practice is culturally embedded or religiously significant. That requires prohibition of the act itself, accountability for those who perform it in violation of the rule, and civil liability for those who authorise it on behalf of non-consenting minors. The aim is not punishment for its own sake, but alignment of law with the ethical principle it already claims to uphold in other domains of bodily autonomy.

What makes this issue more than historical critique is that it persists into the present as a live inconsistency. It is 2026. Liberal legal systems already recognise that bodily autonomy is foundational in adulthood. They already recognise that consent has developmental thresholds. They already prohibit non-consensual genital alteration in other contexts. The remaining question is whether they are prepared to apply the same principle consistently when tradition, religion, and medical normalisation converge.

A system that protects bodily autonomy only after adulthood has not resolved the ethical question; it has merely deferred it. The principle either applies universally to the body of the individual, or it does not. If it does, then non-therapeutic circumcision of minors cannot stand as an exception. 1 million percent.

Note: This piece is part of the Splinter Fraction series of political positions that the two-person Trans-Pacific political party has taken. You can find some of the others below.