On Conor Oberst’s “Cape Canaveral”: The Greatest Song of All Time

Note:

I have been working for several months on pretty challenging project: ranking my top 250 favorite songs of all time. Yeah I know. It’s a lot.

There are now nearly 500 songs under consideration for what I continue, somewhat inaccurately, to call my Top 250. Songs rise. Songs fall. Songs appear from nowhere and kick the living shit out of songs I have loved for thirty years.

And then something genuinely unexpected happened.

For the past decade of more, Emmylou Harris’s “Tulsa Queen” has been my favorite song of all time. I assumed it probably always would be.

I was wrong,

The new number one is Conor Oberst’s “Cape Canaveral.”

This essay is partly about that song and partly about the forty-plus years of listening that somehow brought me to it: childhood folk records, American musical history, Emmylou Harris, Bob Dylan, Craig Finn, Bright Eyes, Better Oblivion Community Center, Ryan Adams, live music, and the strange experience of discovering that a song you have known for years has suddenly become something else entirely.

Music rules, everybody.

Long live music.

Epigraphs:

Music rules
—Evervbody

I support the French Revolution
—Dean Wareham

I heard that victory’s sweet/ even deep in the cheap seats
—Conor Oberst

Introduction:

For the last several months on the Kyoto Kibbitzer, I’ve been working on a piece entitled “The Top 250 Songs of All Time.” This is, of course my list, and it is therefore entirely subjective. Nevertheless, it is the product of more than forty years of intensive, daily listening to music of all kinds.

“Cape Canaveral,” by Conor Oberst, recently displaced “Tulsa Queen” as my number-one song of all time.

This is no small thing. “Tulsa Queen” has been my favorite song for at least ten years, possibly longer. The first full album of hers that I fell in love with was the 2008 live record Spyboy. I knew of Emmylou before that, of course, and I especially liked “’Til I Gain Control Again,” which at that point I knew largely through the immaculate This Mortal Coil cover. I was also familiar with her connection to Gram Parsons, and knew how devastated she had been by his death. I knew songs like “Boulder to Birmingham,” and I may or may not have heard “Tulsa Queen” a time or two. I don’r know. It was all a long time ago.

In any case, it was Spyboy that really made me pay attention to Emmylou for the first time. I devoured the record and loved it. I still do.

Listening For Something

By the time I heard Spyboy, I had already listened intensively to hundreds and hundreds—probably thousands—of records. In fact, my relationship with music goes much farther back than that.

When I was six or seven, Joan Baez’s “The Sweet Sunny South” was the first song I truly fell in love with. It simply captivated me. About a year earlier, I had dug an old record of American folk songs out of what we called the “back closet,” which was actually the front closet. I forget the title. It was something straightforward, along the lines of The Greatest American Folk Songs.

The song I really fell in love with was “The Big Rock Candy Mountain.” This song contains the great verse:

In the Big Rock Candy Mountains
You never change your socks,
And the little streams of alcohol
Come a-trickling down the rocks

I understood the song, even then, to be a fantasy of escape: the mythical paradise of the hobo, where ordinary deprivation and misery have somehow been turned upside down.

American musical history fascinates me. In the mid-twentieth century, collectors such as Alan Lomax preserved thousands upon thousands of American folk performances that might otherwise have disappeared. Those archives remain an invaluable resource for musicians, critics, historians, and ordinary music fans alike.

I’ve poked around in archives like Lomax’s myself, and I find them endlessly fascinating. My primary musical preference remains American and British folk and Americana. I also love most forms of country music, although, to be honest, some popular country gets a little too saccharine and sappy for me.

I also love indie and alternative rock, especially the indie music of the 1990s and early aughts. As I’ve written elsewhere, I don’t keep up with new music these days as much as I probably should. I do try to keep up with new releases from favorite active artists: Conor Oberst, Craig Finn, Sun Kil Moon, Ryan Adams, Neil Young, and even Bob Dylan, who remarkably continues making music well into old age.

And this brings me back to “Cape Canaveral.”

When I finally fully appreciated the song, I realized something strange:

I had been listening for it my entire life.

Cape Canaveral

For my money, “Cape Canaveral” is primarily a song about escape.

It is also a song about the vicissitudes of patriotism, about being an American, about the Fourth of July, and the American space program. It is one of the sweetest songs I have ever heard. It is also super sad. Conor just has a way of breaking a guy’s heart.

There is one particular acoustic live performance on KCRW in 2014 that I particularly love. Conor introduces the song by talking casually to the audience about his big backyard in Omaha, being outside at night, looking up at the stars, and relaxing with whoever happens to be beside you. Then the first few notes hit, and the effect is devastating.

I love music. I love live music the most. I also love musicians introducing their songs. I’ve written about this at some length elsewhere. These little introductions can become almost as important to me as the songs themselves. They cement a song in a place and a moment. They also give you a little insight into the artistic process, which I find super cool.

And then the song starts.

What gets me first is the sound. “Cape Canaveral” is remarkably spare. Conor doesn’t overplay things. The acoustic guitar carries the song along gently, and his voice sounds simultaneously intimate and far away. The whole thing has the quality of somebody sitting outside late at night, thinking about his life while everyone else has gone to bed.

And then there are the images: rockets, orange groves, interstate highways, television, war movies, stars, cheap seats. The song keeps moving between the enormous and the ordinary: outer space and somebody’s backyard; American history and private memory; the grand technological dream of the space program and one lonely human being trying to understand where he is.

That scale is part of what makes the song so beautiful to me. The rocket goes up. The stars get smaller. Everything changes.

And then there is the line that just breaks my heart every time:

Victory’s sweet
Even deep in the cheap seats

FUCK YEAH CONOR. You know it, baby.

And underneath all of this, I hear escape.

That is the thread that connects “Cape Canaveral” to “The Big Rock Candy Mountain” for me. One song imagines a hobo’s paradise and the other looks toward rockets, highways, and the night sky, but both contain the same ancient human impulse: maybe there is somewhere else to go.

Maybe there is some kind of life beyond this one. Maybe if you keep moving long enough, something will finally open up for ya.

For now, anyway, “Cape Canaveral” is my favorite song of all time.

Is Conor Obrest My Favorite Songwriter?

As I write this today, when I really think about it, Conor Oberst may be my favorite songwriter of all time.

Actually, I have three favorite songwriters and a close fourth. My three are Conor Oberst, my current favorite; Bob Dylan, the historical champion; and Craig Finn.

Until very recently, I would have sworn to you that Finn was—and probably always would remain—my favorite songwriter. But it has now been a few weeks since I replaced “Tulsa Queen” with “Cape Canaveral,” and during that time I have probably listened to “Cape Canaveral” eighty or a hundred times. Sometimes I listen on Spotify. More often, I return to the live performance.

Conor first burst onto the scene as a teenage wunderkind with Bright Eyes. I like Bright Eyes a lot. I especially love “Easy/Lucky/Free” and “Gold Mine Gutted,” both from 2008’s Digital Ash in a Digital Urn. This is a curious and funny title, and I like it.

A lot of people also know I’m Wide Awake, It’s Morning. I like that record too, but it has never really floated my boat.

When it comes to Conor’s solo catalog, however—and then Better Oblivion Community Center, his collaboration with Phoebe Bridgers—the picture starts to shift.

In addition to “Cape Canaveral,” I love “Classic Cars,” and “A Little Uncanny,” which is totally out of control. I love “Next of Kin,” including this wonderfully deadpan line:

Yeah I met Lou Reed and Patty Smith
I didn’t make me feel different.

I liked these lines so much that I used them as an epigraph to an earlier piece.

I love “No One Changes,” one of Conor’s saddest songs. I love “I Don’t Want to Die (In the Hospital),” which is also extremely funny. I love “The Rockaways.” I love so many of his songs.

And then there is Better Oblivion Community Center.

When I first hear the record, the immediate standout was “Dylan Thomas.” I wrote about it almost immediately in an essay called “On the Song Dylan Thomas and Rhyme.”

I wrote that piece very fast—in ten or twelve minutes, as I recall—while standing on a train from Akasaka Station to Tokyo Station.

I’m proud of the piece. Quite improbably, it has also experienced a dramatic resurgence in readers recently.

I find all this very exciting. It makes me proud to be a writer and proud to have kept a near-daily blog for all these years. I love writing. I love reading. I love everything about them, and I always have.

There are many other great Conor and Bright Eyes songs I could name, but the list would tale up too much space. Suffice it to say that today I believe Conor Oberst and Craig Finn are the two greatest songwriters working, while Dylan remains the historical champion.

Ryan Adams

If Conor is my current favorite, Finn is tied or running a very close second, and Dylan remains the historical champion, I would be remiss not to mention Ryan Adams in the four spot.

There is one ugly episode in Conor’s history worth addressing first. In 2013, a woman publicly accused Oberst of raping her after a Bright Eyes concert years earlier. Oberst denied it. The woman subsequently retracted the accusation entirely apologized, and admitted that she had fabricated it.

Making a knowingly false accusation of rape is an appalling thing to do. It harms the falsely accused person, and it also makes life harder for actual victims of sexual violence. Rape is an atrocious crime. Deliberately inventing one is a different act with different consequences, and there is no reason for me to construct some kind of grand hierarchy here. The relevant point is simpler: the allegation against Oberst was withdrawn by the person who made it, who acknowledged that she had fabricated it.

Ryan Adams presents a messier case.

In 2019, multiple women, including his former wife Mandy Moore and Phoebe Bridgers, a then up and coming musician who toured with Ryan around this time, publicly accused Adams of manipulative or abusive behavior. Moore described psychologically controlling behavior, and said that Adams had not sufficiently helped to advance her music career. Specifically, she accused Adams of not giving her free studio time. At the time and still today, I find this accusation completely ridiculous. It is his studio. He can with it whatver he wants.

Bridgers, in turn, described a romantic and professional relationship that she said had became emotionally abusive. She finished the tour with Adams, and the two went their separate ways. Another accusation was more serious. Adams disputed significant portions of the reporting. As of this writing, Adams has never been arrested or charged for any of these incidents.

Whatever judgment one makes about Ryan Adams the man, none of this changes his greatness as a songwriter.

“Oh My Sweet Carolina,” “Damn, Sam (I Love a Woman That Rains),” and “Come Pick Me Up” are indelibly etched into the American folk-rock canon. Mandy Moore has had an successful career of her own, but she and Adams occupy very different musical territories, and comparing their importance as songwriters isn’t particularly helpful.

There is also a curious connection here. Bridgers later formed Better Oblivion Community Center with Conor Oberst, an older man like Adama. I have no idea whether Conor and Phoebe were ever lovers, however it is fun to ship them. I kind of hope they got together once or twice in the studio or at the hotel or something.

I’ll never know. And it’s none of my business.

Ryan therefore stays in the four spot: a difficult man by numerous accounts, a songwriter whose work has meant an enormous amount to me, and another tributary feeding the musical river that eventually brought me to “Cape Canaveral.”

The biography matters. The allegations matter. But this is an essay about listening.

And his songs are why Ryan Adams is here.

A New Number One

So that’s about it. I have a new favorite song, and it’s “Cape Canaveral.”

I don’t foresee it getting knocked out of the number-one spot anytime soon. Of course, I thought the same thing about “Tulsa Queen.”

And I was wrong.

Right now, “Leaving LA,” the glorious song by Father John Misty, is number two. “Cruiser” is number three. The totally slapping “Dreadful,” by The Violet Burning, is number four. And “Tulsa Queen” has now been bumped all the way down to number five.

Sorry, baby. You know I love you.

I continue to listen to music every day, often for several hours. I sleep to music. I wake up to music. I shower and brush my teeth to music. I read to music. I eat to music. I drink coffee and tea to music. I make love to music.

I love music more than almost anything in my life, except my son, of course. I love nearly every form of music, and I love live music most of all. The thrill of a great live concert is unequaled by almost any other experience under the sun.

I did get the chance to see Conor live in Osaka just a few months ago with my friend Jack. It was a small venue downtown. Conor was great. He opened with a few songs I knew and a few I had never heard before.

Although I was having a good time, unfortunately I was so zonked that I had to leave after only about twenty-five minutes. I was disappointed, but I was so tired that I simply had no choice.

Jack told me on the phone the next day that he had left only about five minutes after I did. I guess he too was beyond all help.

That night, anyway, we were completely out of control.

Long Live Music

Part of me wants “Cape Canaveral” to hold onto the number-one spot forever.

Another part of me hopes a new challenger emerges.

“Leaving LA” and “Cruiser” are the obvious contenders, with “Dreadful” right there too. “Tulsa Queen” has already fallen four places, so I don’t see her charging back to number one anytime soon.

But who knows?

The artists I listen to most frequently these days include Whiskeytown and The Jesus and Mary Chain. Both absolutely slap and totally rule. Whiskeytown occupies the folk/country side of my canon; The Jesus and Mary Chain occupy the alternative and early-indie side.

Other artists I play constantly include Craig Finn, Happiness, Daddy Issues, The Violet Burning, and Michael Knott, and many others.

R.I.P. Michael Knott. R.I.P. to a legend.

I listen to so many songs every day that I can hardly keep count. That is one reason I’ve taken to making these lists in the first place. The rankings change. The artists change. I change. Some song I’ve heard fifty times suddenly opens itself up on the fifty-first listen and becomes an entirely different thing.

That is part of the fun. That is part of the mystery. That is why I keep listening.

Long live music. Long live live music. Long live music fans.

Long live Conor Oberst. And long live “Cape Canaveral.”

Amen.


Dedication:

For musicians and music fans everywhere. I love you. And for Conor Oberst. You’re the fucking man, baby.

The Genius Razzlekhan and the Phony Nassim Nicholas Taleb

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

Warren Zevon

Author’s Note:

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

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

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

===== =====

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

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

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

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

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

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

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

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

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

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

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

Mr. Guardian again:

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

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

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

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

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

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

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

I have several things to say about this nonsense:

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

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

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

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

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

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

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

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

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

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

Dedication:

For Razz. You rule baby. So damn hard.

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

Author’s Note:

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

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

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

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

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

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

Epigraph:

Yesterday is history. Tomorrow is a mystery.

Anonymous

Anything could happen.

Bash and Pop

I: My General Situation As of Today

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

Then, almost imperceptibly at first, it disappeared.

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

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

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

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

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

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

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

II: Osaka

Osaka has always felt different to me than Kyoto.

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

Osaka has always been to me something else entirely.

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

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

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

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

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

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

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

III: Meeting Yuki

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

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

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

Her name was Yuki.

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

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

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

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

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

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

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

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

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

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

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

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

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

And I didn’t even kiss her goodbye.

IV: Coda

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

And now it hadn’t.

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

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

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

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

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

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

Dedication:

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

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.

Review of the Film Code 46

Note: We don’t do a lot of film reviews here, but Code 46 earns the exception—partly because Michael Winterbottom is one of my very favorite directors, and still wildly underrated, and partly because this film quietly seeps into you in a way that feels unshakable; set in a world that is clearly not ours but just similar enough to be discomforting—real Shanghai that isn’t quite real, deserts that feel earned, a system of “cover” and genetic law that replaces freedom without ever announcing itself—the film follows William, a kind of intuitive investigator who lives more than feels, and Maria, who works in a bureaucratic “fate factory” and senses, before she knows, that something is already off; their connection unfolds in fragments—interrogation as flirtation, impulse as rebellion, intimacy as violation—until the central truth emerges: in a world where memory can be edited and biology legislated, even love itself can be illegal; the genius of the film is its restraint.

Tim Robbins and Samantha Morton don’t overwhelm you with chemistry, which actually makes the relationship feel more provisional, more real, more doomed—and by the time the system reasserts itself (memory erased, lives restored, Maria exiled with the burden of remembering), you realize the film hasn’t been building to a climax so much as a quiet erasure; it’s less than 90 minutes, barely announces its futurism beyond small details (languages blending, empathy viruses, low-fi surveillance), and yet it lingers in a way much louder films don’t; it also clearly fed into the DNA of the Thin Man—this idea of movement through controlled spaces, of intuition over evidence, of relationships that feel both fated and structurally impossible—and in that sense it’s not just a film I admire, it’s one that got under the skin and stayed there.

Michael Winterbottom’s Code 46 is less a conventional sci-fi film than a drifting, half-lucid meditation on love, control, and memory. It runs under 90 minutes, but it feels strangely elongated—like a dream you keep slipping back into.

The hero, William (Tim Robbins), isn’t exactly living—he’s existing. A kind of insurance investigator, a “driver” moving through a world defined by pollution, restriction, and bureaucratic control. This isn’t the neon overload of something like Blade Runner—Shanghai here feels real, but off. The deserts outside the cities are harsh and empty; if people can’t get “cover” to move, there’s a reason. The world is closed, stratified, quietly oppressive.

William is established early as compassionate—at a checkpoint, he shows a kind of human softness that marks him apart. But he’s also slippery. He bluffs and charms his way through situations, his “cunning” explicitly noted as one of his professional tools. He doesn’t rely on evidence so much as intuition: “It’s intuition you’re paying for.”

Maria (Samantha Morton) narrates parts of the film, grounding it in something more intimate and unstable. Her sense of time is fractured—lucid dreaming, recurring visions, a sense that something is about to happen. “Every year I have this dream… is this the night I wake?” There’s a constant feeling that fate is closing in. She works in what is essentially a “fate factory,” issuing the cover documents that determine where people can go and what they can do. In this world, fate substitutes for freedom.

When William meets Maria, there’s an immediate sense of déjà vu—she feels she’s met him before. Their early interactions blend interrogation and flirtation. The dynamic is unusual: older man, younger woman, but the aesthetic—her shaved head, the stripped-down environments—blunts the cliché. Their connection feels tentative, exploratory. She tests him; he reads her. There’s attraction, but it’s not fully trusted on either side.

Their relationship develops in fragments: subway encounters, shared meals, small rule-breaking gestures. William knows she’s impulsive—she admits it. The film introduces the idea of engineered “viruses” that alter human ability—perfect pitch, empathy. It’s a strange, understated sci-fi touch that reinforces how mediated everything is, even emotion.

There’s a looseness to their chemistry. Robbins and Morton don’t generate overwhelming heat, but that actually works. The relationship feels uncertain, provisional—two people circling something they don’t fully understand. Their intimacy is uneven, sometimes tentative, sometimes urgent. Maria seems to need William more than he needs her, or at least she feels the stakes more sharply.

The world around them continues to intrude. There are hints of smuggling, of bureaucratic corruption, of quiet desperation. Maria has lived “outside” for ten years—without cover, presumably—which raises questions the film never fully answers. William’s moral stance, when it emerges, feels weak, almost performative.

When he returns home, he tries to reassert control—rejecting Maria, then calling her back. But the narrative destabilizes. A colleague dies; William is sent back to investigate. The technology—video links, surveillance—feels oddly low-fi, as if the future never quite fully arrived.

As William digs deeper, the film’s central taboo emerges. Maria has violated Code 46—a genetic restriction law. Through fragments of dialogue and investigation, William pieces together the truth: they are biologically too similar. A “50% match.” Worse, her mother was a clone—one of many. The implications are quietly devastating.

Maria’s past is altered—an illegal pregnancy erased, along with the associated “memory cluster.” Identity itself becomes unstable. Memory, love, and experience can all be edited, removed, rewritten.

Their attempts to escape—to flee together, to build something outside the system—feel almost doomed from the start. The idea of Jebel Ali, drawn from her father’s stories, becomes a kind of imagined refuge. But the system closes in. A car crash. Memory erasure. Reintegration.

In the end, William is returned home, restored to his life, his wife, his routine. Covered for. Maria, by contrast, is exiled—sent out into the desert with her memories intact. She becomes the one who remembers, who carries the weight of what happened.

The final note is pure loss. Lost love, stripped of even the possibility of reunion. Maria staring out into the distance, holding onto something the world has decided should not exist.

Code 46 is not a perfect film. It’s uneven, sometimes opaque, and emotionally muted in ways that can frustrate. But its ideas linger. It captures something rare: a future where control is soft but absolute, where love is possible but prohibited, and where memory itself becomes the final battleground.

It doesn’t hit you all at once. It seeps in.

Craig Finn on Nightlife and Adult Relationships III: Jessamine (Craig Finn’s Miniature Masterpiece)

Epigraph:

Jessamine must have had some dreams/ but she never really said what they were.

Craig Finn

Note: This is the third entry in my little ongoing series on Craig Finn / The Hold Steady songs that take up nightlife, messy adult relationships, and the long shadows cast by fleeting encounters. Part I and Part II are available. I’ve also written at length about what I consider Finn’s two greatest songs: A Bathtub in a Kitchen and It’s Never Been a Fair Fight.

Jessamine is track 8 off of A Legacy of Rentals, Finn’s 2022 solo record distributed on his own label, Positive Jam Records. It clocks in at a tight 3 minutes and 25 seconds, and once again I am simply overawed by Finn’s concision and his ability to tell a whole story in just a few words. It is my opinion, and I do not say this lightly, that Finn is the greatest short story writer to have ever lived. 

Jessamine tells the story of a three week relationship between the narrator, who we will continue to call C. for convenience, and a goth girl with a need for speed. A Legacy of Rentals contains at least three excellent songs, the crime caper “The Amarillo Kid,” the gorgeous “The Year We Fell Behind,” and Jessamine. I would love to write about The Year We Fell Behind as well, however Jessamine falls neatly into our conceit of nightlife and adult relationships, although this one seems to depict more of a young person’s relationship. Close enough. 

Jessamine is folky and lilting, of a piece with Finn’s later work which tends toward folk and country as opposed to Lifter Puller’s indie fever dreams and The Hold Steady’s soaring rock anthems. The Finn song that it most closely resembles is “Esther,” from a 2018 EP by The Hold Steady which also depicts an intense and short-lived relationship. “The party ended suddenly, suddenly it’s over/ That left me and Esther all alone and getting older/ All alone and getting older smoking in the street/ Now everything is Esther and it’s been that way all week.”

Jessamine opens thusly:

I met Jessamine in Cherry Hill

Her dress all done in daffodils

The sticker on her skateboard said, “Speed kills”

And yeah, it probably did just what it said

Cherry Hill is in New Jersey, where the song is set. Jessamine is probably a younger woman, and a skater. The first verse foreshadows her ultimate fate. Incidentally, the first time I visited New Jersey was junior year of college with my Asian Art History class. It was also on this trip that I first visited New York City, the most intoxicating place on earth which I have written about relatively extensively. I wrote about my Art professor in my piece on my senior year at Hamilton College, in relation to a girl I had a total crush on, called L. L. was not exactly goth, but she might have been goth-adjacent. And she was totally intense. More on goths in a minute.

Verse II adds a little more context.

I only knew her for like three weeks straight

And the whole time we were wide awake

You know “Trenton Makes, the World Takes?”

She had it spray-painted over her bed

It is my experience that short-term relationships can be, probably are, the most intense and intoxicating type of relationships in a sense. The depth that comes with a true crush, while of a completely different valance from a long-term relationship, is, I believe, without parallel. But then again, I’m an action junkie, as is Finn. I wrote about the power of a crush in my Bad Moves piece where I confessed to a serious crush on their lead singer, Katie Park. I actually sent the piece to the band via Instagram, and they responded saying “Thanks for the write-up.” I don’t know, but I like to believe Katie read, or at least saw, my piece! Unfortunately, Bad Moves are disbanding and are, I believe, on their farewell tour.

The wording “three weeks straight” implies that C. and Jessamine were, temporarily, inseparable, sleep deprived, and deep into each other. Trenton is, of course, also in New Jersey, and though I hadn’t heard of the exact phrase quoted until I listened to the song, it is apparently well known locally and appears in neon on a bridge.

Verses III and IV introduce Jessamine’s death obsession, and to me anyway suggest that she is what I would call a kind of a goth.

We used to hang around her room

Getting off on all the gloom and the doom

Watching cavemen in the cartoons

Playing xylophones made out of bones

She was sexy, but still death-obsessed

She said the bloodshed makes such a mess

But you really don’t even have to market it

Yeah, it pretty much sells itself

Now I am not really into a lot of bones and blood personally, but I do like me some goth girls. In fact, in the course of my life I have sort of quasi-dated a few, and for whatever reason they are just my speed. I find goth girls sexy, like Jessamine, caring, and deeply intriguing. And mysterious, of course. I have a weakness for crazy women; I cannot lie. And already I can totally see Jessamine’s appeal.

Jessamine has a number of semi-chourses, and the first one goes like this: 

I should’ve asked her before she departed

How did all these wars get started?

Why do rival crews show up to the same parties

If they hate each other so much?

It’s like they’re secretly in love

Again, we foresee Jessamine’s demise up front. Why would Jessamine have insight into the origins of global conflicts? I’m not quite sure, however the image of rival gangs being secretly in love is oddly compelling. However, it is with the next verse and chorus that the song really gets going.

Verse V and Chorus II go like this:

She said, “Suspicion isn’t wisdom

And the drones look just like doves”

And there was something laying siege to her kingdom

But she never really said what it was

While the incense turned to ashes

And the sunrise was unsure

Jessamine musta had some dreams

But she never really said what they were

Yeah, she never really said what they were

Here we learn that our goth girl heroine has something going on that is unarticulated, or perhaps inarticulable. “Jessamine musta had some dreams/ But she never really said what they were” is such a wonderful and moving line. We all have dreams, I suppose; some come to fruition and some don’t. But Finn is in no way judging Jessamine’s relative inability to describe her dreams; instead this aspect of her character only adds to her obliqueness, her mystery.

The next verse and chorus show that Jessamine in the end, and probably in the beginning, had the upper hand in the relationship.

We kinda ended how we began

With Jessamine meeting a man

And liking that man just a little bit more

Than the boy she had before

I hadn’t even seen her since

I guess this new guy was some kind of prince

I guess his castle was a front for some fence

And then the whole damn city got warm

And they were trying to ride out that storm

Again, Finn is a total master of precision and compression. C. is immature, Jessamine is, to some extent, on the make, her new boyfriend is crime-adjacent (so many of Finn’s songs feature characters on the margins of the legal world), and the whole damn city mirrors Jessamine’s flightiness. The crush is over; C. is dumped and he never sees her again. That’s a weird and kind of almost frightening part of short-lived relationships–while their depths are as intoxicating as anything in life, people will just move on and the moment exists only in memory, burned into the fabric of time, but still fleeting.

The next verse points toward C. getting over Jessamine, and alludes to the idea that what may seem for a time to be a storm will pass; a crush, with all its power, is also somewhat illusory.

‘Cause the rain is inconsistent

And the thunder is insincere

‘Cause it makes a big commotion

But eventually it clears

The next verse and chorus puts a pin in Jessamine’s story, and Finn employs his classic penchant for alliteration along the way. Maybe to get away from the scene, or perhaps for some other reason, C. moves out west, loses his shirt, metaphorically, and literally perhaps, and gets word of Jessamine’s demise.

I went out to San Francisco

And some sailor stole my shirt

I was sitting on the passenger side in a taxi

The first time that I heard

That she was probably speeding

And no one else was hurt

Jessamine must’ve had some dreams

But she never really said what they were

Yeah, she never really said what they were

I love the line here “and no one else was hurt.” It’s hard to fully explain why, but it’s oddly moving that Jessamine, on her way out, with all her attraction to blood and bones, didn’t take anyone with her. Finn doesn’t even really register what C.’s reaction is to Jessamine’s death is, he simply repeats the lines about dreams such that she dies as she lived, unknown to herself and unknowable to others.

Overall, Jessamine might seem like kind of a minor song. It’s short, and maybe doesn’t have the deep metaphorical richness as a song like A Bathtub in the Kitchen. Nonetheless, I love it. My sense is that a writer has to write for years and years before they can get to a song like Jessamine. Finn is a few years older than me, and has accumulated the wisdom and compassion to make a song like this look easy. It is not.

I wish her to say a brief word about AI, which may seem unrelated. The other night I met up with a few friends and some friends of friends were there as well. One of them, a slightly older gentleman who used to work in tech, started talking about how much he loved AI music, especially some kind of mash-up of two well-known bands. I appreciated that fact that he liked this “music,” but I have to confess that I could not have cared less. The idea of AI music, especially music with lyrics, interests me not at all. And this is, essentially, because I like people better than machines, but also because I don’t think AI, at least at this point, can come close to writing a song like Jessamine. I won’t get super political here, however the idea that AI can replace, or even duplicate a Jessamine, or Return of the Grievous Angel by Gram Parsons, or Come in from the Cold by Joni Mitchell, for example, just seems absurd to me. As implied above, Finn had to live 50 years, listen to tens of thousands of songs, and write hundreds to get to Jessamine. At 3 minutes and 25 seconds it is a mini-masterpiece.

Dedication:

For goth girls everywhere.


Note: If you enjoyed this piece you might also enjoy the pieces below, which also cover the singer-songwriter Craig Finn.

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.