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.

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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 the 50s, 7/25/26. He Gets on Base.

Epigraphs:

So you wanna get out?
Let me draw a map

–Superchunk

Good sex it never makes you feel hollow
Good sex it never makes you clean

–Kevin Drew

I watched your face die backwards
Little baby in my memory
You told me victory’s sweet
Even deep in the cheap seats

–Conor Obrest

I. Morning

I slept better than I have in a long time. As best as I can recall, I went to bed around 12:40 AM. and woke up around 6:40 AM. Six hours is not necessarily a full night’s sleep, but lately it has felt like a luxury. I woke up clear-headed, made coffee in my room, and headed down to the Lawson around the corner for another one. I picked up some potato chips while I was there, wandered back to the hotel, and settled into the morning.

The first order of business was practical. I checked my messages, replied to my son Hugh, and told him I’d be happy to swing by home on Monday as long as he let me know what time he expected to be home. “Love, Papa,” as always. I checked in on Elliott as well. Nothing had changed. As of this writing, we’re still meeting at 6:30 this evening at a beer bar in southern Osaka, and I am looking forward to it.

Once these logistics were out of the way, my mind drifted, as it sometimes does, toward movies and television.

I started thinking about The Sopranos. I’ve watched this show all the way through twice, and I’ve revisited a number of episodes over the years. I think James Gandolfini and Michael Imperioli both give remarkable performances, and there are many individual scenes I genuinely love. Even so, I’ve gradually realised that David Chase’s aesthetic simply isn’t mine. Whether the repetition is intentional or not—and I suspect it is—I find both the storytelling and the character arcs to be cyclical.

The performances remain compelling, but the show continually circles back over the same emotional territory. I understand why so many people consider it one of the greatest television dramas ever made. I don’t. I like it and I’m glad I watched it, but I don’t imagine I’ll ever watch the series again.

Thinking about The Sopranos naturally led me to the dialogue that has stayed with me over the years. Not necessarily the greatest lines ever written, but the ones I find myself returning to.

Roger Wade, in The Long Goodbye, pours two glasses of anisette and says to Philip Marlowe, “Take that goddamn J. C. Penney tie off.”

Marlowe calmly replies, “I’m happy to drink with you, but I’m not taking my tie off.”

I don’t know why I love that exchange so much, but I always have.

Another favorite comes from Godfather II. Michael Corleone’s sister comes to him with her new boyfriend Merle to ask Michael for money.

“Connie, I don’t know this Merle. I don’t know what he does. I don’t know what he lives on. Tell him you’re never going to see him again, and come and live with me in Tahoe.” She does of course. It’s funny, oddly romantic, a little menacing, and super funny.

Then there’s The Wire. Bodie has always been my favourite character, and one of my favourite exchanges comes in Seasons 3 shortly after Cutty gets out of prison.

“I’m surprised Avon lets y’all get your heads up.”

Bodie shrugs.

“Sometimes you got to.”

Four words. An entire philosophy.

Seinfeld contributes one as well. Kramer proudly shows Jerry his silk boxer shorts and encourages him to buy a pair. Jerry politely declines.

“No thank you. They’re just a little too delectable for me.”

Perfect.

Finally, there’s Michael Clayton. Arthur Edens has come apart at the seams strips off in the deposition room. Michael flies to Wisconsin to rescue him, and after a brief argument simply says,

“Let’s get out of Milwaukee and we’ll talk about it.”

Sometimes a single sentence can contain an entire friendship.

As I thought about these great quotes, I realized something that hadn’t quite crystallized before. I don’t dislike slow films. I dislike static ones. I love Tarkovsky, but I don’t love all of Tarkovsky equally. Mirror and Stalker feel alive to me. Nostalghia does not. Likewise, I don’t need constant action, but I do need movement—emotional, philosophical, psychological, narrative. I want to feel that a story is becoming something different from where it began.

That, I think, is the aesthetic I’m really chasing. After that my thoughts wandered to Craig Finn, the singer-songwriter who heads the Hold Steady.

The first Hold Steady song I ever heard was “Sequestered in Memphis.” At the time I misunderstood the entire premise. I thought the narrator was giving an interview to a journalist rather than being questioned by the police. Looking back, it seems obvious, but it never occurred to me then.

What always stayed with me, though, was a single line:

In barlight she looked alright. In daylight she looked desperate.

I’ve know exactly what Craig means here. I’ve been there too.

By then the morning had slipped away from me. As of this writing, I’m still working on my essay, Am I Bisexual? It should probably have been published two days ago. It’s one of the more complicated pieces I’ve written in a while, and I’d rather finish the edit properly than rush it out simply to keep the daily streak alive.

The plan from here is straightforward. I’m going upstairs to keep editing for another hour or two. I’ll get organised, probably grab a short nap later this afternoon, and then head down to southern Osaka in plenty of time to meet Elliott at 6:30.

Everything else can wait.

II. Afternoon

By nine I’d finally stopped putzing about I was about to start. I rearranged the room one more time, put on Neil Halstead instead of Ryan Adams, then Ryan Adams instead of Neil Halstead, opened three browser tabs, closed two of them, looked at hotel dates, thought about escorts for exactly as long as I had promised myself I wouldn’t, and somehow convinced myself this counted as preparation.

It did, in a way. Every writer has their rituals. Mine mostly involve avoiding the sentence I’m about to write.

I remembered a much loved Superchunk lyric:

“So you wanna get out / well I’ll draw you a map.”

This turned out to be the whole morning. Dude if this place sucks so bad just jet. I’ll buy you and Amtrak ticket. Seriously bro. Hit the brinks.^

The next few days existed only as pencil marks: maybe Osaka until Monday, maybe longer, maybe Pattaya, maybe Litz, maybe Hugh, maybe Mio. None of it fixed. Just possible roads branching away from the same hotel room.

The night before, Litz had mentioned how much she loved the ending of piece I wrote about her. I had already mostly forgotten this part, so I took another look. It went like this:

The challenges in our relationship are the product of two imperfect people, each bringing old habits, old fears, old hopes, and old wounds into something new. This is not failure. It is simply the complicated business of being human.

I made it halfway through before I started crying. Not dramatic crying. Just enough that I had to stop reading. Sometimes a paragraph waits until you’re ready to understand what you wrote.

III. Early Evening:

Around 6:30 this evening, after working for about an hour and a half on the edit of yesterday’s journal, I walked a few minutes from my new hotel to a nearby convenience store to get something to drink.

Several hours earlier, I had texted my friend Elliott to ask whether he wanted to grab a drink tomorrow night. As I walked to the store, he replied that he was up for it and suggested a beer bar in southern Osaka. I told him I would meet him there.

Thinking about Elliott, I reflected on how much I admire his intelligence. I am a high school teacher, and Elliott used to be one of my colleagues. He left the school years ago and now tutors economics online and manages various investments. He also used to teach mathematics.

I am a social studies teacher. Over the years, I have taught a wide variety of classes, and I feel that I could adequately instruct students in almost any area of social studies. Elliott’s mathematical intelligence, however, has always struck me as remarkable.

In fact, I sometimes envy the mathematics teachers I have known, because mathematics is simply not one of my strengths. I was a decent math student for a time, but I hit the wall with calculus during my junior year of high school and never took another math class. Today, I almost never use mathematics except for the calculator on my phone and a little basic financial housekeeping.

This does not mean that Elliott is smarter than I am. I consider myself highly intelligent. Nonetheless, several times over the years, I have wondered whether he might indeed be smarter than me.

Thinking about it today, I realized that this is probably because his intelligence expresses itself very differently from mine. If I absolutely had to, I could probably relearn enough mathematics to teach middle school. That would be about my limit. Elliott is whip-smart and could probably teach most of the social studies classes I have taught without too much difficulty.

I often reflect on how strongly my intelligence expresses itself in certain areas of life, while in others I am essentially incompetent. I have a solid understanding of subjects such as history, politics, philosophy, psychology, religion, and metaphysics. However, I could not change a tire to save my life.

Although I am not exactly made of money, I almost always call a professional to handle household tasks such as fixing a faucet or clearing a drain. I find these jobs to be a tremendous hassle. In fact, they piss me off. I am happy to pay someone a few dollars to come and sort them out.

As I entered the convenience store, my thoughts turned to the screenwriter Aaron Sorkin. Sorkin is one of the greatest television and film writers of all time. I love The West Wing and The Social Network, and I have enjoyed much of his other work. For reasons of his own, however, Sorkin insists on directing some of his films.

He wrote and directed Molly’s GameMolly’s Game sucks ass. The script is incomprehensible and all over the place. It is, without question, the worst piece of writing he has ever produced. The direction is equally terrible. The characterization is weak, the emotional beats are overdone, and the entire film is syrupy and sappy. I cannot stand it.

A second film of interest here is The Trial of the Chicago 7, which Sorkin also wrote and directed. The script is actually quite good, and the acting is strong. Once again, however, Sorkin’s direction is awful.

The film concerns the protests surrounding the 1968 Democratic National Convention in Chicago. I was not alive at the time, but my understanding is that thousands of protesters gathered in the city, largely in opposition to the Vietnam War and to the Democratic Party’s handling of it. The police responded with tear gas, clubs, arrests, and widespread violence. Some protesters fought back, and things became extremely ugly.

There are only a few major action sequences in the movie. Sorkin’s handling of them is pure trash. He has no idea how to direct physical chaos. The cameras are always in the wrong place. It is difficult to tell where anyone is or what is happening. The entire thing feels out of control, and not in an intentional way.

Molly’s Game is a bad movie, and I do not care. The Trial of the Chicago 7 could have been a good movie with competent direction. Sorkin was simply not the man for the job.

As I walked back to my hotel, I began thinking about how strange it is that otherwise intelligent people, for reasons of ego, ambition, or simple misjudgment, sometimes insist on doing things at which they are obviously bad.

Then I thought: Well, I have probably done this too.

There have certainly been times when I believed I could handle something and ended up over my skis. I suspect this is true of everyone. We all have strengths and weaknesses, and intelligence manifests itself in different ways.

Over time, I have tried to learn how to pick my spots and stay in my lane. I do not always succeed. However, I hope I do a better job of it than Aaron Sorkin.

IV: Evening Back at My Hotel

As I walked to the train station to go meet Elliot I called Annie. Annie has always been completely outta control, and she absolutely loves it. Within five minutes she’d decided to crash her ex-husband’s wedding in a tent, seduce one of the guests, reminisced about working at Spokane’s Mars Casino, told me stories involving cocaine, dresses, gambling, and an older gay man who’d taught her “everything about sex,” invited me to her hypothetical future wedding, and, after I jokingly suggested we skip straight to sex ourselves, said she’d think about it. Talking to Annie has always been like standing beside a fire hose. The stories don’t really have beginnings or endings. They simply arrive.

The morning passed quietly. I answered a message from my brother Hugh, who was planning to stop by the house in Kyoto sometime during the coming week, and sent a few encouraging replies to several women I’d been chatting with online. One woman in the Philippines was hoping to find work overseas in Singapore or Malaysia. Another, somewhere in Thailand, simply wanted to know how my morning was going. Others had drifted into that peculiar limbo occupied by most dating-app conversations: friendly enough to continue, but unlikely ever to become anything more.

After a while I found myself scrolling through far more conversations than I probably should have. Dating apps create the illusion that your social world is constantly expanding, when in reality most interactions simply fade away after a few messages. Every now and then somebody surprises you, but most conversations end not with an argument or rejection, but with simple inertia. Nobody does anything wrong. Life just moves on.

Perhaps that’s why I no longer find the process frustrating. Years ago I probably would have chased every lead, replied to every message immediately, and wondered why nothing seemed to develop. These days I treat it more like browsing a bookstore than shopping for groceries. If something genuinely interesting appears, wonderful. If not, I’ll probably enjoy my coffee just as much.

My musical companion for the morning was Craig Finn. I first discovered him through “Sequestered in Memphis,” and, like many first-time listeners, completely misunderstood the song. I thought the narrator was speaking to a journalist after a reckless night in Memphis. Only later did I realize he was being questioned by the police. Somehow that misunderstanding didn’t lessen the song; if anything, it made me appreciate Finn’s writing even more. His characters are so vividly drawn that they feel real even when you’ve misunderstood the plot.

One line has always stayed with me: “In bar light she looked alright. In daylight she looked desperate.” Finn is ostensibly describing someone else, but the brilliance of the lyric is that it cuts both ways. By dawn, they’re both desperate. We’ve all had moments where the previous night’s confidence evaporates with the morning light. Finn simply found the perfect sentence to describe it.

V: On the Way to See Elliot

After finally giving up on the day’s editing, I showered, threw on a clean shirt, and hurried toward Taishō, where I was meeting Elliott at a craft beer pub called TNT. I was running a few minutes behind schedule—as usual—but Elliott has never struck me as the sort of person who minds waiting over a pint. I figured I’d make up the time somewhere between the hotel and the station, although experience suggested otherwise.

The train ride became one of those familiar periods of suspended possibility. While checking directions and changing lines, I also found myself checking dating apps, replying to messages, and idly wondering what the rest of the evening might bring. If everything went perfectly, I’d spend a few hours drinking good beer with Elliott, head back toward my hotel, and perhaps finish the night with a date. It wasn’t exactly a plan so much as several loosely connected possibilities competing for my attention.

Somewhere between stations my thoughts drifted to Tomoyo, one of my former students whom I’d seen again at the book launch. We’d nearly gone out together once before, years after she’d graduated, but circumstances had gotten in the way. Twenty years have now passed since I first taught her, which removes any ethical hesitation I might once have felt. I found myself wondering whether I should simply ask her out the next time I am in Tokyo. Sometimes life becomes unnecessarily complicated because we spend too much time calculating the odds instead of asking straightforward questions.

That seemed to be the theme of the journey. I checked my bank balance, priced a few possibilities for later that evening, briefly reconsidered future trips to Thailand and even South Korea, nearly walked the wrong way through a station, and at one point came within a few feet of being clipped by a taxi while jaywalking. None of it mattered very much. My mind was simply ricocheting from one possibility to another while my body steadily carried me toward a beer with a friend.

By the time I emerged from Taishō Station, the mental static had largely disappeared. Elliott was waiting, the pub was less than a minute away, and for the next few hours the only decision I intended to make was which beer to order first.

=====

The Osaka Loop Line has a hypnotic quality after a while. Every minute or two another calm recorded voice announces the next station, another transfer, another reminder to mind the gap. After ten or fifteen minutes the words stop meaning anything. They become part of the rhythm of the journey, almost musical, drifting in and out beneath whatever happens to be occupying your thoughts.

Mine, for reasons I still can’t explain, wandered toward negative igloos.

I have absolutely no idea what a negative igloo is. I have never knowingly encountered one before or since. It arrived fully formed, demanded my attention for perhaps fifteen seconds, and then disappeared forever, leaving me no wiser than before. If someone were to ask me today what a negative igloo might actually be, I honestly couldn’t begin to answer. Nonetheless, somewhere between Kitahama and Taishō, negative igloos briefly became the most important concept in my universe.

The rest of my brain was scarcely more coherent. Ryan Adams was singing Drank Like a River, and I found myself thinking about the tiny crack in his voice—that moment where it sounds less like he’s performing a song than remembering something he’d rather forget. Some singers sound polished. Ryan often sounds wounded. There’s a difference, and it’s one of the reasons I keep returning to his records.

Then, just as suddenly, I realized I had absolutely no idea where I was.

I’d somehow missed my stop, wandered out the wrong exit, and was now standing in a station that looked vaguely familiar while possessing almost no useful geographical knowledge whatsoever. Google Maps insisted I was only two minutes away from Elliott. My instincts insisted otherwise. My instincts, it should be noted, have an unfortunate habit of arguing with Google.

For a few minutes I experienced what I can only describe as a minor travel panic. Not real panic—nothing so dramatic—but that familiar sensation every traveller knows, where every street begins to resemble every other street and every directional arrow seems specifically designed to send you somewhere else. I walked one way, doubled back, checked Google again, ignored Google, trusted Google, ignored it again, and somehow managed to end up exactly where I’d started.

Meanwhile my thoughts continued their usual pinball routine. Was the Sony credit card finally on its way? Should I spend part of August in South Korea instead of Bali? Would Yo still be available later that evening? Why hadn’t Jennifer replied? Why did Meinster have time to send me promotional emails but apparently not royalty statements? None of these questions had anything whatsoever to do with finding a pub in Taishō, but my mind saw no reason to separate one subject from another.

Eventually I admitted defeat and messaged Elliott. Dude I am totally lost. His reply arrived almost immediately.

Where are you?

It was the perfect question because I genuinely didn’t know.

Google claimed I was standing practically on top of TNT Craft Beer Pub. My own eyes suggested I was standing outside an Irish bar that definitely wasn’t TNT. For a brief moment I began to wonder whether the pub existed only as a cartographical rumour.

I texted him back and said I was looking at Taisho Station. He said he would be right there. One minute later I saw him across the street and crossed to meet him.

When Elliott finally rescued me from my navigational incompetence, TNT turned out to be exactly where Google had insisted it was all along. The fault, as usual, lay somewhere between the phone and the human operating it.

“You’re hopeless,” he said.

“I prefer ‘geographically imaginative.'”

He laughed. “Come on.”

One minute later we were golden.

VI: TNT Craft Beer with Elliot

The pub was everything I hoped it would be: a long wooden bar, a dozen taps of rotating local craft beers, a cheerful bartender in a baseball cap who somehow managed to keep everybody’s glass full without ever looking hurried. When one of the kegs kicked halfway through pouring my pint, she apologized and handed me the remainder for free.

“Sorry” she said.

“No worries,” I said. “I’ll always take half a beer for free.”

She laughed.

“I like your hat,” I said.

“I get that a lot,” she said.

I turned to Elliot and asked if he wanted to hear a joke.

“A shepherd is in bed with his girlfriend for the first time. She asks him, ‘How experienced are you?’ He closes his eyes…starts counting…and falls asleep.”

The bartender laughed.

Elliott buried his face in his hands.

“Please,” he said, “never change.”

“I make no promises” I said.

By the time the quizmaster welcomed everyone, we’d accumulated enough empty glasses to suggest we were taking the evening seriously while simultaneously possessing almost no confidence in our ability to answer questions about anything.

“What’s are name?” Elliot asked me.

“How about the Glorious Mofos?”

“Of course.”

“Ladies and gentlemen,” the quizmaster announced, “welcome!”

“He seems enthusiastic,” I whispered.

“He’s paid to be.”

We were spectacularly mediocre.

Spain had won something. Bananas were radioactive. Kobe Bryant was apparently named after Japanese beef. Beyond that we entered a sort of intellectual free fall.

“What do you think?”

“No idea.”

“You?”

“Less than no idea.”

“Write banana.”

“I already did.”

“Excellent.”

Our strategy rapidly evolved into letting Elliott answer the questions that sounded plausible while I concentrated on drinking beer, admiring the bartender, and periodically checking whether Yo had confirmed our appointment.

At one point Elliott looked over my shoulder.

“You’re really going after this?”

“I think so.”

“You ever think about…you know…not?”

I considered that.

“For about three seconds.”

He laughed.

“I thought so.”

That was one of the things I’d always appreciated about Elliott. He never judges. He asked questions. Usually he agrees with me. Other times now. Occasionally he looks at me as though I’ve completely lost my mind. But whatever I do he never tries to become my conscience. Old friendships eventually settle into that rhythm. You stop trying to improve each other and simply learn to enjoy each other’s company.

The conversation drifted from Japan to Canada, from the weather to my girlfriends, from travel plans to parents. I vented a little about my mother bitching about my writing. Elliott listened more than he spoke, occasionally nodding, occasionally smiling in that understated Canadian way that somehow communicated, I don’t entirely agree, but I understand why you’re upset.

By the time the second round ended, I’d glanced at my watch three or four times.

“You’ve got somewhere to be,” Elliott said.

“I might.”

“You definitely do.”

“Indeed I do.”

He grinned.

“Go lose your T-card.”

I laughed so hard I nearly spilled my beer.

“I’ll report back.”

“You’d better.”

We settled the bill, shook hands outside TNT, and headed in opposite directions. Elliott toward another ordinary Saturday night. Me toward Umeda, where Yo-chan was waiting.

VII: On the Way to See Yo Chan

As I entered Taisho Station the JR announcements began their familiar chant once again.

The next stop is…

Somewhere between stations my mind wandered back to negative igloos. I still have absolutely no idea what one is.

The JR announcer continued serenely informing us that the next stop was Kyobashi, or Osaka Castle Park, or somewhere that probably existed. In my head it became:

“Please enjoy negative igloos. Transfer here for the glorious nonsense line. Please exit on the right.”

“Yeah, yeah,” I muttered. “I got it.”

I did not, in fact, have it.

Somewhere between the craft beer and the heat, I’d managed to convince myself I’d fallen asleep on the train. Maybe I had. Maybe I hadn’t. Either way, I suddenly had absolutely no idea where I was.

Oh, shit.

I checked Google Maps again. Every time I opened it, it confidently gave me a different answer.

“Seventeen minutes.”

I calculated that I would get to the shop about five minutes early. This turned out to be off. The announcer cheerfully reminded us to mind the gap.

“I’m trying to mind all the gaps.”

I got off the train and looked around. Then decided getting off had been exactly the right decision. I checked the train map on the station board. I was also seventeen minutes past Umeda. Oh great. Back we go.

I thought to myself: I need cash. Then a taxi. Then a cigarette. Possibly in that order. First I had to get back to Umeda.

The train came and I rode the short distance back. The instant I stepped onto the street, I lit a cigarette and hailed a cab. I had just a fee drags when a cab pulled up and I had to toss the cig.

The taxi driver nodded when I said, “Umeda.” Progress. Seven minutes, Google claimed. For once, we agreed. As the cab rolled through the humid Osaka evening, I realized I was no longer worried about getting lost. I was worried cause I was a little late.

I’d spent the entire afternoon imagining meeting Yo chan, and now my grand entrance was shaping up to be me arriving slightly sweaty, smelling faintly of cigarettes and carrying too little cash.

Great first impression I thought.

The driver dropped me exactly where Google said he would. Google immediately betrayed me again.

Fourth floor. I found the fourth floor. Everything was locked. No people. No reception. No Yo-chan. No nothing.

Just an eerily quiet hallway that felt like the set of a film where everyone had disappeared moments before I arrived.

I called the shop.

“I’m here.”

A reply came back almost instantly.

“First floor. It’s hard to find.”

No shit.

A guy walked over and picked me up. We walked five minutes to where the shop really was, no where near where Google said it was. Typical. This guy knows nothing. Apparently.

Five minutes later I found the place.

VIII: Yo Chan

The shop staff took me up in the elevator to the 7th and opened the door to room 701. For some reason I found this number to be fitting. There was a shower but no sink. I took my own clothes and began to rinse off. Yo chan soon entered the room. She looked like her picture, but not quite. The agency website said she 24, a fact she confirmed in person. She looked about 28 to me, and I supposed her life was perhaps not the easiest.

I found her attractive, and knew I would be able to cum. She joined me in the shower, soaped up, and began to stroke my dick. In general, I prefer to handle my equipment. It is a sensitive area, and I just know it best. I turned my back to her, and then a minute later I stepped out and toweled off. She followed shortly thereafter.

As we stepped out of the shower, she assessed my naked body. She said, “You look like Boris Johnson.” I laughed away and didn’t reply. I decided then that there were some conversations not worth extending.

We climbed onto to bed. I was already erect, and she was at half mast. She unwrapped a condom and slid it on my dick. I had never sucked anyone’s dick before, and I was both exited and just a little nervous.

We began kissing. I like a bit of tongue during kissing, however, her tongue was a little aggressive. Oh well I thought, kissing, at least tonight, would not the main event. I broke the kiss, and went down on her. She was semi-erect, however I was able to fit her full penis into my mouth. The first thing I noticed was her large foreskin. The second thing was, the act was neither pleasant nor unpleasant, and she tasted neither good nor bad. I was eager to make her cum.

After a bit, she motioned for me to come back up to the head of the bed. She climbed back on top of me, and slid my dick into her ass. She had applied lube to her asshole, and hard dick slid in easily. After a short amount of time, I asked her to turn around and entered her from the rear. She began to moan and pant, and I found this very sexy. I was about to cum, and then, as I usually, do, I pulled and finished on a towel while sitting on my knees.

I then collapsed back the bed. She also sat on her knees, and came on the towel. Some of her cum landed on my leg, which I found faintly amusing. After this, I needed a cigarette. There was no smoking in the room so I asked her if I could go downstairs. She said sure, just pick me up a Pocari Sweat and call reception to get back up. I told her I would be back in five minutes, however I knew this was a lie. The fact was I would smoke three of four cigarettes and decompress for a while. This was about an hour into our date, and I had paid for ninety minutes. I did not want to re-engage in sex, so smoking and thinking quietly seemed like a good plan.

When I stepped back onto the street, the wind had gone out of my sails. Not in a bad way. Just…gone. For most of the day I’d been propelled by anticipation. Catch the train. Find Elliott. Don’t get lost. Meet Yo chan. Get the cash. Find the building. Try not to make an idiot of yourself. Then, just like that, there was nothing left to chase.

Osaka was still humming around me, but I’d become a spectator again. I checked the time on my phone. It was 12:30 AM. This immediately made me think of the Katheryn Bigalow film Zero Dark Thirty. I found myself thinking about Zero Dark Thirty. I’d never understood the criticism that it somehow endorsed torture. Showing something ugly isn’t the same as celebrating it. A film can portray violence honestly without recommending it, just as Goodfellas isn’t an argument for joining the Mafia. Sometimes a story simply trusts the audience to tell the difference.

I ducked into a nearby convenience store and bought two Pocaris, two beers, a burrito, and a pack of pack of cigarettes. I smoke another heater and drank one of the beers on the street. Then I called up to reception. There was no security, and I did not see any other customers the whole time I was there, however, at least time, I did what I was told.

Back in bed with Yo, we both undressed again and she fell asleep. I found our legs entwined. He body was very comfortable, and I can honestly say this was the sweetest part of the evening.

She woke up and pointed at the clock. It was time to go. We dressed and walked to the elevator. I leaned to give her a goodnight kiss, and she kissed me back, lightly. This was goodbye.

=====

It was after last train, so I got a taxi back my hotel near Yodoyabashi Station. The taxi rolled silently through the warm Osaka night I leaned my head against the window and watched the city slide by. Tomorrow I’d probably throw myself into another impossible plan, another train, another woman, another glorious and bizarre day. I was, by this point, quite tired.

A few hours earlier I’d been arguing with Google Maps, inventing negative igloos, convincing myself I’d missed stations that probably never existed, and experiencing a full-blown case of what I can only describe as travel boggle. Now all that urgency seemed faintly ridiculous. The date had happened. It had gone OK. I lost my T-card. I’d survived.

Travel does that. What feels catastrophic at eight o’clock becomes a mildly amusing anecdote by twelve-thirty.

But for the moment, there was nowhere I needed to be.

IX: Late Night Hotel and Bed

Back in my room I took off my shirt, washed up, and prepared for bed. For reasons I can’t entirely explain, my thoughts eventually wandered toward football. I’ve always enjoyed the sport, even if basketball remains my first love, and one of my earliest football memories comes from a Washington State game against Stanford. My mother, Claudia—CL to longtime readers—was friendly with Janet Elway, John’s mother, and at one point Janet served as something of a mentor to her. Through that connection, we ended up at the game while John Elway was still Stanford’s quarterback.

Before kickoff, Elway apparently told my mother that if he threw a touchdown, he would point toward us in the stands. Naturally, he did throw one. He was John Elway, after all. And after the score, he looked up and pointed in our direction while we yelled ourselves hoarse. I was still rooting for Washington State, which complicated the moment slightly, but even then I understood that we were watching somebody exceptional.

Elway went on to become one of the defining quarterbacks of his generation, first at Stanford and then during a long NFL career with Denver. What stays with me, though, isn’t the statistics or the championships. It’s the strange intimacy of that afternoon: my mother’s connection to his family, the promise made before the game, and the tiny gesture toward the stands after the touchdown. Sports are full of enormous public moments, but the memories that survive are often the small private ones folded inside them.

I claimed into bed, and indulged in one final reflection for the day. I thought about how funny it was that one minute you are deep in the throes of passion, moaning and panting your partner’s name, and the next you are smoking a cigarette, drinking a beer, and thinking about Zero Dark Thirty on the street. Sex, which feels so wonderful and necessary at the time, does tend to recede pretty quickly. However, the power of good sex, as Kevin Drew says in out epigraph, cannot be beat.

Dedication:

For Yo chan. Thank you for taking my T card baby. Godspeed. You rule.

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.

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.

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.

Scenes from Hamilton College VI: Junior Year in New Zealand

Note: This is Part VI of the Hamilton series. Part I, Part II, Part III, and Part IV and Part V are available.

Epigraph:

They all come and peep through a hole in the wall
Keep the bastards guessing
He likes to take the long way home,
It’s another fine decision

Peter Jefferies

I spent a full academic year, the second semester of my junior year and the first of my senior year, at The University of Otago in Dunedin, New Zealand. Otago is a pretty good university, but Dunedin is pretty small and kind of country. Overall, it was a good experience, but I was flat broke and not on a meal plan due to an oversight by I guess myself and my parents. More on that later.

After I landed, I spent one night at a hotel and bought a bottle of wine, for the first time in my life. I was of legal drinking age in New Zealand. I drank about three-quarters of it and was a little hungover the next day. At Hamilton people did not drink wine.

The first few days I was on a homestay in the country with a sheep farming family. The father spent the day watching cricket, and then would rouse and take the sheep out and move them around, with sheepdogs and all. I remember going to a local pub with two of his sons and their friends and we had five or six beers and they drove home. On the drive home they tried to run over rabbits on the road, and roared with delight when they got close. That was a scene.

Then, I went back to Dunedin, and met my roommates who were all in graduate school studying to be teachers. These were Tim, Ho (who was of Maori descent), Sharlene, and Donna. Tim was a musician and there was a large piano in his room. The roommates were good folks, however I think I disappointed them a little because they asked for an American roommate and were apparently expecting someone really flamboyant and loud. I was not that, and kept to myself much of the year. One time though that I lived up to their expectations was when Tim once again said “you’re from Washington D.C.” and I said “I’m not from fucking Washington D.C., I told you before I’m from Washington State!” Tim said to the roommates, “I told you rooming with an American would be fun.”

There were a number of other exchange students from the U.S. there and I got to know some of them a bit at first, but for some reason I was a little standoffish, and we didn’t hang out much after the first week or so. I was back into running, not smoking and barely drinking, although I did go out once with Ho and his Maori friends and got blasted. I would run 8-10 miles a day, sometimes more, and was in training for a marathon.

As I mentioned, my food situation was bad. We had neglected to put me on a meal plan, and I think my parents didn’t even know this, and at first I chipped in what I could to the communal roommate shopping. However, they ate very poor quality mutton all the time and I just couldn’t hack it. Mutton is pretty bad at the best of times, and cheap mutton is awful. So I went off the roommate plan and ate mostly trail mix for dinner. Trail mix, it turns out, is among the best value for money food around. I would buy raisins, peanuts, and carob chips and that’s what I ate at the flat. For lunch I would eat one apricot yoghurt bar and a cup of coffee, costing around $3.50 NZD. I would eat super slowly, taking about 45 minutes to finish the apricot bar and somehow this made me feel like I’d had a meal. I was living on about $7 NZD a day and was hungry all the time. With this and the running, I was also super thin.

At Otago I studied some more literature, and also a lot of Indian History, with a focus on Ghandi. I learned a great deal about Gandhi this year, and found him interesting. One incident I recall was in one class on Buddhism the professor assigned a paper on Zen. I had the bright idea to turn in an empty paper, which I thought would be symbolic, but the professor was a step ahead of me. “Don’t try and turn in an empty paper for this,” he said, “I’ve seen that move before.”

One more interesting thing that happened was when I was invited to the faculty club for drinks by my Australian literature professor. He was in his 60’s and was an Otago lifer. At first I was kind of flattered to be invited, however on arrival it was clear he had other motives. He started hitting on me in a most egregious manner, and it was obvious he had done this many, many times. I had two drinks and politely removed myself. To his credit this had no impact on how he treated me in class, and things went on as normal. I guess it was all par for the course.

The Otago campus was on the north side of town, and the south side was said to be pretty rough. “Don’t go down there,” I was told more than once, “it’s dangerous.” But I thought it couldn’t be that dangerous, so one day I walked down there by myself to check it out. There were a lot of industrial areas and such, and it was a little run-down, but I got home safe just fine. I suspected that “dangerous” in a New Zealand context might mean something a little different than in a U.S. context.

My roommate Sharlene had a friend who just had a breakup and Sharlene wanted us to get together. She invited us both to a party, and sure enough we started making out, under a table as I recall. It just lasted that one night, but Sharlene thought it was hilarious. “They were pashing,” she cried, “pashing away.” Pashing is apparently Kiwi slang for kissing, or maybe it was a Sharlene original.

Sharlene had a stepfather and I visited his house once. He had a nice car and complained on and on about how many tickets he would get from traffic cameras. Traffic cameras were on the scene in 1995. This appeared to be his only topic. He should have driven more carefully.

After the pashing incident, there was another girl who was interested in me. I forget her name, but it started with an M. M. was really into me, maybe because I read a lot and so did she. There was a kind of club place for students with TVs (I remember watching the O.J. Simpson car chase there), and I would hang out there. M. would come in and lob a snickers bar from over my shoulder for me and buy me a coke. This was really nice and super helpful because I needed all the calories I could get. M. wanted to get together, but I wasn’t into it. We did spend a fair amount of time together, at the club and going to the bookstore with another friend of hers.

As I mentioned, I was in good running shape this year and actually went out for a marathon. I was doing great through the first half, but started to fade really bad around the 20 mile mark. I had terrible blisters and pulled my groin and couldn’t imagine doing another 6 miles, so I pulled up. I asked a couple with a car for a ride to the finish line where there were buses, and they gave it to me but made it clear they were not impressed with me packing it in. I wasn’t impressed with myself either, but marathons hurt like hell.

In addition to running, and starving, I also went out for Aikido. Aikido is a Japanese martial art, and I was already well on my way to my Asian Studies minor and was getting into all things Asian. Aikido was taught by a white couple, and this was their life. They were ok teachers, but the atmosphere was just a little culty. Despite my father’s fears, I have never been amenable to cults-like scenes. I stuck with it for a number of months however, and managed to get my first belt.

I don’t remember listening to a lot of music that year because I don’t think I had a stereo in my room, however, one day on the radio I did hear a song I immediately fell in love with. This was “The Fate of the Human Carbine,” by a Dunedin artist called Peter Jefferies. It was spooky and weird and totally captivating. Cat Power would later cover it, and lines from this song serve as the epigraph for this piece.

One more thing that happened this year was that Jenny from Hamilton visited. I don’t think she came specifically to see me, but I’m not sure. I was traveling, with god knows what money, in the New Zealand Alps which are on the South Island there and are really lovely. Jenny and I stayed at a hostel, and hung out which was really cool. That’s the same trip when I went for a walk in deep snow and almost died when the snow suddenly came up to my neck. Deep snow is almost as dangerous as the ocean, it turns out.

Those are my memories of New Zealand. Despite being so broke I had to eat a 45 minute apricot bar, it was a good year and I got really good grades. My academic focus would fall off, however, when I got back to Hamilton, but that’s a story for the next post.

Dedication:

For apricot bars and trail mix. You literally saved my life.

Scenes from Hamilton College IV: Sophomore Year II: The Sports Show, Ann, Getting Fired

Note: This is Part IV of the Hamilton series. Part I, Part II and Part III are available. This post will take up my friendship with Ann, the Sports Show John Innes and friends had, and losing my job at the print short.

I was living in the delta
Wasting most of my time

Car Seat Headrest

I mentioned in Part III that I was on a sports talk show on the college radio station, WHCL. This was called Sports Corner. John Innes was the leader; it was his show. A friend of ours called Jeff Kingsley was on the show, as well as myself. Kingsley was a huge Buffalo Bills fan, and he stayed on top of the sports news, especially the NFL. Innes was always super prepared, and taped the shows which he would later play for his dad when we got back to Washington State. I sort of kept up with the sports scene, but I was mostly there for comic relief. I would crack jokes and make fun of stuff, but was definitely the third banana on the show.

The radio station didn’t have a lot of bandwidth so the listeners were mostly on campus and Clinton locals, but I recall Sports Corner having a number of regular listeners who would call in. From my point of view, the callers were the best part of the show. We treasured our listeners and gave them plenty of airtime. I never told any of them to “cold compress ma’am.” I was a regular as a sophomore and the first half of junior year until I went abroad to New Zealand. When I came back as a senior I think I just guested. I remember one show where Innes asked me what kind of sports were big in New Zealand. I said “marbles, marbles are really big.” I was just fucking around, but it was pretty funny. Although I was only marginally prepared, Sports Corner was a blast and Innes was a great host. He totally could have done it professionally.

I also talked in Part III about Ann. Ann was Ian’s girlfriend sophomore year, and I got to know her pretty well. Ann sort of took over where Rochelle left off in the mothering department, but she was really different from Rochelle. More intense. Ann didn’t like smoking and she tried to stop me from doing so, to no effect. I remember once, I think it was junior year actually, where at a dorm party she grabbed my cigarette from me and threw it out the window. I just shrugged and lit another one.

If Ann was intense, she thought I was. Innes and Ann and I were hanging out once and Innes said “M.A. (that was my nickname at college) is the chillest guy I know,” and Ann replied “I think he is the most intense.” Well, someone will maybe eventually get to the bottom of that one. One day I dropped by Ann’s room and there was a big jigsaw puzzle partially done. I started picking at it, and she stopped me. “That’s for me and Ian,” she said. Must have been some puzzle. Another time I went to Ann’s house with Ian and she tried, I guess, to pair me up with one of her friends. This wasn’t going to take, but we all did sleep, clothed, in the same bed that night. I don’t think I got a lot of sleep.

While some friends came and went at Hamilton, Ann I was close to sophomore, junior and senior year. After graduation she moved to the U.K. for a bit. I wrote about this elsewhere and will reprint it here.

“My friend Ann from Hamilton College went to England after graduation and she and I exchanged a few letters, back when people still wrote letters. She wrote me that she was drinking some, so I wrote a poem about my image of her over there. The original poem had two or three more verses, but they were terrible. Then a little while back I reconnected with Ann, which was great, and re-worked the poem, which wasn’t. It might have been a little better, but it was still bad. These two stanzas, on the other hand, are awesome, and maybe that’s all there ever needs to be said about Ann in England, you know?” Here is that poem fragment:

Ann belle princess of the isles
the orbs whisper your name even if you’ve gotten piles
or if you’re on the game

Buxom barmaid or bellicose barfly
begs the inevitable question
booze improves the poet’s eye. but ruins her digestion

I still like it.

Ann has read some of this blog, and even contributed a piece as a guest writer, which is not currently live.

The other big event sophomore year was when Deb fired me. I mentioned that as a freshman I skipped work some, and the next year this pattern was exacerbated. I still had no money, however work was becoming really tough. This was not Deb and Sally’s fault at all–I just couldn’t hack walking all the way up the hill just to collate. Instead, I spent time in the woods jumping off little cliffs and messing around in the late afternoon. No hard feelings; looking back I should have done things differently. I don’t remember exactly when I was fired, but I think it was about two thirds of the way through the year.

That’s it–this is a short one. There are a bunch of other things that may have happened this year or the next, so I’ll cover some of these in my upcoming junior year pieces.

Dedication: For Ann, the belle princess.

to be continued…

Scenes from Hamilton College II: Freshman Year Continued (with cameos from Honey, the Print Shop, and Billy Bragg)

Note: In Part I of this series I wrote about my freshman year at Hamilton, focusing on two friends, Ian and Jake. Part II will branch out and cover a fairly wide, and somewhat random, set of memories.

Epigraph:

I had an uncle who once played for Red Star Belgrade
He said some things are really best left unspoken
But I prefer it all to be out in the open

Billy Bragg

I have already written quite a bit about the characters who lived in the North Dorm freshman year at Hamilton, however there are a few more to cover. First were the first floor stoners. Basmo was a stoner, and he lived on my side of the dorm, but on the other side of the first floor lived the hardcore stoners. This consisted of a quad of guys whose names I don’t totally recall, but one was Peter Kimber, and who got baked at all waking hours and played Roger Waters’ Amused to Death solo on repeat. Next to them, in a double I believe, lived Keys. Keys’ actual name was Caleb, but everyone called him Keys because of the six to eight keys he had dangling from around his neck at all times. What on earth did he need all those keys for? One for the dorm, maybe one for a car (although he should not have been driving at all because he was the single biggest stoner in the dorm and perhaps on campus), what else? I can’t imagine.

Keys and I were not that close, but I did see a lot of him because we had the same job, which was in the school print shop. I don’t know if print shops still exist in the same form in this digital age, but back then the print shop was busy as. We held the campus down. There were two slightly older women who worked at the print shop full-time and three of us students helping out. The full-timers were Sally and Deb. Deb was the boss, and she was kind of motherly and kind to the students. Sally was nice too, but she could be tough. She would bark at us when we made mistakes, which was often because we were running large machines that would glitch pretty frequently. Sally was both the little sister to Deb and also the enforcer. I liked them both, even though Deb ended up firing me, which I’ll get to later.

So Keys would come in lit every day and sort of fumble through his work, which consisted mostly of stapling and collating. I was trusted more than Keys, with good reason, so I ran the machines, but I also did stapling and collating. We printed things for professors, menus for the dining halls, the school newsletter, and a bunch of other stuff. The third student was a girl whose name I don’t recall, and she was a super-hardcore feminist. Everything in the world that was wrong was men’s fault, and it was her only topic. She didn’t seem to dislike me so much as just want to lecture Keys and I all through work, which usually lasted two to three hours in the afternoon, about the ills of men. I was, and am, up for a little feminist theory but Keys was no help and I don’t even think he noticed her, so it was kind of just me and her. Serious feminism and collating are, perhaps, not best paired.

I didn’t originally want the print shop job. I needed work, and there was kind of an intake for all working students where you put your first choice. I put library, but didn’t get the gig. John Innes put audio/video and he got it, which meant he often had to get up early to set up videos for professor’s classes. I would not have been good at that. The print shop was more my speed, but eventually it got really repetitive and I started skipping work more and more. I would go walk in the woods behind campus, or just drink coffee with about a half cup of honey and hang around after class. I also improved as a student through the year, and took my English classes pretty seriously so I was spending more time in the library, although still not sleeping much.

My money situation was tight, although not as bad as it would later be during my junior year abroad in New Zealand where it was super tight. I had a little income from the print shop and my parents sent a small allowance once in a while, but I usually didn’t have more than about 15 bucks in my pocket at any one time. What money I did have went mostly to CDs, as many as I could afford. I had a dining hall pass, but the dining hall food was not really my style so I mostly lived on toast and coffee with honey. Then at night people would order pizza from a local shop, but that was too expensive for me so I would get “friend dough.” Fried dough is just what it sounds like–deep friend pizza dough with powdered sugar, and it cost about $1.50 for a big box. Not the best diet, but it was what I could afford.

One time the father of one of my classmates from high school visited for some reason; he must have been in the area. We met for lunch, and when he left he handed me $100 bucks. This was a serious windfall, and I immediately blew it on CDs, perhaps Neil Young’s Harvest Moon and others. My CD collection, although no rival to Ian’s was slowly increasing and I liked it.

Back in the dorm, in addition to the guys I have discussed, there were also girls, who lived on the second and fourth floor. I got to know the girls directly above us on the second floor pretty well, although not many of the others in the dorm. Among these was Rochelle, who was the girl I was closest to. Rochelle was, I think, from New York, and when she arrived on campus she made a big deal about having a boyfriend. This didn’t last long however, and although I didn’t want her to be my girlfriend I did like hanging out with her. She kind of mothered me a bit though, which I wasn’t so into, because I was going to do what I was going to do. I still have her contact, and I believe she might even read this piece! I think I also met Marie Bishko freshman year, and Marie is someone I thought was really cool.

I don’t really remember any us North guys hooking up with the second floor girls, but it must of happened. Another incident which occurred around this time had to do with my roommate B. and his girlfriend from high school. Like Rochelle, and even more so, he made a big deal of his girlfriend and told us all kind of semi-salacious details. Then one day he told us she was coming to visit and he wanted the three of us in the quad to go to a hotel for a night. I told him sure, if you pay, but he said no. He was dead serious but we told him to forget it, so sure enough she arrived and they hooked up while we all pretended to sleep. That only happened once, thankfully, and it still strikes me as pretty odd. He later broke up with her and fell in love with a Jewish girl, but that didn’t last either because he wasn’t Jewish.

I mentioned in Part I that Jake pledged the fraternity Sig. Ian and John Slack also pledged, Chi Psi (I had to Google the spelling). I spent some time at Chi Psi as well as, where I was alleged to sit on the steps in my trench coat, but I preferred Sig. There was another frat called Deke, and that was where the wildest, and the worst parties were. At Deke there was copious amounts of Milwaukee’s Best (the fabled Beast) and jungle juice. The parties were terrible, but there was a pool table which was a bonus. I didn’t drink much at college, mostly because I had no money, but I did drink some at Deke, with exactly the results you would imagine. I believe it was at Deke where Marc Campbell pulled off his famous pacification move. I didn’t pledge a frat, and I was and remain glad I didn’t. Greek life wasn’t for me.

One guy who I believe lived in North was called Gabe. Gabe was super popular at first in freshman year, and he played guitar on the grass outside the dorm. He was pretty good and he would play “Sexuality” by Billy Bragg which was surprisingly popular in 1992. People, including girls, would flock around him, but over time something seemed to happen to Gabe. He ran for class president and lost to a guy called Kerry who was African American. Kerry lived down the hill in a different part of campus, and he ran really hard for the job. I think Gabe’s ran mostly on a music ticket, and although he got a lot of votes I think he came in second. He may have taken this hard, because he kind of faded into the background, or maybe he just changed up his action. I think I voted, but may have voted for Kerry.

As I mentioned, Jake and I saw less of one another once he started pledging, however we still saw each other in English class and in the English building. We overlapped professors, although he knew some I did not. The two best professors in the English department were George Balkhe and Fred Wagner. Balkhe was still in his prime, maybe late 50’s, whereas Wagner was older and I believe in a semi-emeritus role. I wasn’t even sure I ever took a class from Wagner, but it’s been confirmed that I did, Modern British and American Drama, which makes sense. I didn’t much like 20th century American plays, as plays are mostly blueprints anyway. In any case, Mr. Wagner knew me early in the year because Balkhe praised my reading knowledge to him. Jake and I would go to Wagner’s house, also down the hill toward the town of Clinton (the closest town to Hamilton, about a 15 minute walk), and I recall once we played him the song “Marlene Dietrich’s Favorite Poem” by Peter Murphy, formerly of Bauhaus, with Peter Murphy murmuring “sad-eyed pearl and drop lips…”

Peter Murphy is super underrated by the way, and Wagner liked the song, which just showed how cool he was.

I took a few classes with Balkhe, and we studied poems, and novels–typical choices mostly. I enjoyed these and read most of them, even Faulkner who is really dense. For the ones I didn’t I just faked it. Like I said, Balkhe thought I was amazing because on the first day of class he asked for a list of books we had read and I listed like 200. These were mostly Agatha Christie and John LeCarre and such, but I guess it was good enough. Balhke liked the singer Donovan and the song “Mellow Yellow.”

Electrical banana
Is gonna be a sudden craze

(I later saw Donovan at a new age convention in Boston when I was visiting Ian after college, which I will recount later).

Wagner and Balkhe are both passed away now, so rest in peace to two great English teachers and mentors.

That’s about all I have on freshman year. The last thing is about the featured image for this post, which is the album cover for Bob Dylan’s Oh Mercy. I have written about The Pogues quite a bit, but the album I listened to most freshman year was Oh Mercy. After geology class had a break before lunch and would go back and semi-sleep to Oh Mercy. The quad was always empty at that time of day, and this was the best rest I would get. The album still makes me sleepy to this day, and features excellent production from the famed producer Daniel Lanois. So thank you Bob and Daniel.

Dedication: For Fred. And for George–I hope you are enjoying a little electrical banana up there in heaven.

to be continued…

Scenes from Hamilton College I: Meeting Ian and Jake

New Note: It’s been a while since I last posted this piece, and I’m glad to bring it back here as a republication. “Hamilton I” remains one of my favorite entries on the Kyoto Kibbitzer—an early chapter built around friendship, music, and the strange, formative textures of freshman year, especially the central presence of my good friends Ian and Jake, who shaped so much of that time. It’s also one of the more widely read pieces on the site, which I appreciate. Re-reading it now, I’m struck by how much of what came later was already there in embryo: the scenes, the sounds, the late nights, and the people who mattered. As always, thanks for reading.

And I recall the moment
More distant than it seems
When five green queens
On a black bin bag
Meant all the world to me

The Pogues

I attended Hamilton College, and managed to graduate–possibly in linen. At Hamilton I was an English major, and intended to be from when I enrolled. This was a decent choice; however both Hamilton and English were kind of my father’s choices. I also managed to cobble together an Asian Studies minor through the good auspices of my advisor who checked out my credits and told me I could put that together. This was a good call on his part, and even though I kind of stumbled into it, The Asian Studies minor was my choice.

I was pretty unprepared for college. Before going I was asked to fill out a kind of questionnaire to help the college place me with roommates. One of the questions was, are you clean, messy, or in the middle. I chose in the middle, which was sort of a mistake because it turns out men are pigs, and I was cleaner than most. At the same time though it wasn’t a mistake because if I had selected clean I may not have met Ian and Jake. Jake was my roommate, and we lived in a quad. The other two roommates were Brian and Geoff, and although I had a relationship of a sort with both of them freshman year, we were not really on the same page. Jake and I were. Ian was our next door neighbor, and he roomed with Marc Campbell, and two other people. Ian, Jake, and Marc are still in my life.

My parents came with me to upstate New York, and before I moved into the dorm we stayed for a few days in a hotel near campus. I was kind of apprehensive, and spent the days listening to The Pogues and quietly stressing. But when I moved into the quad things were fine. This was mostly because of Jake.

Jake was a bit of a wild character. He was from either New York or Connecticut as I recall, and I think he came from decent money. When I visited his house later that year it was very patrician, for lack of a better word. His father seemed like a super old-school WASP patriarch, and his mother didn’t work I don’t believe. His younger brother held right-wing political views at the time, while Jake was a lefty. This was a point of serious disagreement between the brothers, but other than that the family seemed pretty solid. I believe that his brother has since switched his political views.

I didn’t meet Jake’s family until Thanksgiving however, and got to know him first in the context of the quad. We lived in a dorm called North, on the first floor right by the door. (My buddy John Innes, who joined me at Hamilton from our high school lived in the neighboring dorm Kirkland, and next to that was South.) The door to North would be locked at night, and other dorm folks would regularly misplace their key and crawl through our always open window. Jake and I rarely slept, and I got in the habit of staying up until about five AM. After that I would get a little sleep before first period English class. Then I would attend Geology class, which satisfied some kind of Science graduation credit. For English class I was alert and on top of it, although I was still hand-writing my papers, which changed once I got in the habit of using the computers in the library. English class was small, maybe 12-15 people, whereas Geology was huge and held in a lecture hall. I would go lay down in the back in the aisle and try and sleep. I ended up getting As in almost all my English classes, and a C- in Geology, which was deserved to an extent because of the sleeping. However, the main question on the final was brutal and pretty unfair, which was to draw a seismograph. Literally, draw one, which we had never studied and I did cram for the final. Brutal action. Somehow I still made the honor roll that year, and every year, because of my performance in the humanities.

Jake was an English major as well as far as I recall, I kind of forget, but he knew a lot of the teachers I knew. In any case, we did not bond primarily in the classroom, but in the dorm and then at “Sig,” the frat he was associated with and later pledged. Sig was the alternative frat. I hung out there a bit, but when pledge season started they kind of cracked down on non-pledges attending parties. For Halloween, Jake snuck me in early, and although that night I got a few looks I was good with Jake’s blessing. That night I wore all black with a turtleneck and a paper sign on my back saying “No future for you.” As in the Sex Pistols. I was talking with an older guy, an alum (there were always some alums that hung at the frat parties at Sig) at the party and he said something to the effect of “I like you, but I don’t like your shirt.” OK dude.

That was the same night I believe that inspired the following little ditty I later shared with Jake:

I pissed in the toilet

He pissed in the sink

He said I haven’t got a god above

I haven’t got a drink

Jake later took umbrage with the lines, not the sink part, which was and remains credible, but the god part. I think he is, or was, a believer. In any case, he’s my friend and won’t sue.

I appreciated Jake showing me the ropes at Sig and elsewhere. In the dorm we would play his music–he was into the classics, Beatles and Stones, Kinks, Bowie. We would sing “The Ballad of John and Yoko,” and “Come Together,” mostly the former over and over, no doubt to the annoyance of our roommates. Jake also liked The Pogues, and this made me think even more highly of him.

Jake smoked, Marlboro Reds, and I soon started smoking too, the same brand. This was not out of a desire to be a smoker, but rather as a way to keep my hands occupied and look busy at parties, where I had some difficulty mixing. I picked up, or invented, a little trick where I would fold up the flaps of a cigarette pack so they looked like a paper airplane, and then lob the cigs around the room, usually to any girl that wanted one. This got me some attention and some affection, and I kind of became known for the move. It didn’t get me laid, but at least it was something. Jake and I were fast friends, and hung out a lot in the early part of the year, before he began to branch out. Once he started pledging Sig though I saw less of him, naturally enough I guess.

By the time Jake started pledging, and even before, I was spending more time with Ian. Ian was from Boston and his father was a medical doctor. He lived in a nice house in the suburbs–both Jake and Ian had quite a bit more money than I, a common feature at Hamilton where pretty much everyone had money expect me. I was on a pretty decent scholarship, despite my not so impressive high school record, and could not have afforded the school without the scholarship. I visited Ian once or twice I believe in college, and then stayed with his family for a few months in the fall after college, but that’s a story for a future post.

Ian had a massive record collection in his quad, next door to mine as I have said. I liked Jake’s music, especially “Rebel Rebel,” “Come Dancing,” and The Stones, however his selection was somewhat limited. Ian’s was capacious. He was into bands like The Stone Roses, The Charlatans, Ride, and a bunch of other British bands I didn’t know at the time. But he was really into everything. I spent hours in Ian’s room soaking up his music, and my association with him kind of took over where Dyche Alsaker’s left off. I think it was Ian who also introduced me to Luna, who was coming up at the time and is still one of my favorite bands to this day. Later, in senior year I think, Ian and I had a radio show together and one night we got to play records all night long when a few other people canceled suddenly. I would play The Replacements and the Pogues, and Ian would play his music, but I was also getting deep into the 4AD label and bands like Big Star, This Mortal Coil, and a little known band called The Binsey Poplars (who I’m not sure were even on 4AD), named after a Hopkins poem. But my favorite around that time was Nick Drake, who was on Rykodisc.

Drake is now pretty well known, mostly on the back of his song “Pink Moon,” which was featured on a Volkswagen commercial, but back then he was not well known outside serious music circles. I loved his song “Rider on the Wheel,” and was an evangelist for him, telling all and sundry to listen. Most people didn’t, of course, but the whole move was just odd enough to get a little attention, which I was definitely seeking. (Another friend from that time John mentioned to me a few years ago that I would sit on the front steps of his frat in my trench coat and read a book. I don’t really remember this, but if it’s true it was for sure for attention.) I remember one evening Ian had a kind of band that was playing and I “opened” for them. My act was simply talking about Nick Drake, painting him as a forgotten genius, which he was, and pleading with the crowd to listen. It went over pretty well, like I said probably just because it was different.

Later on, mostly the next year I think, Ian and I went to a few shows in Boston, including The Red House Painters, The Fall, and Love Spit Love. Ian would drive, and blast The Pogues with the window down to stay awake on the way home. Before one of these shows we managed to source a little green, which was enjoyable. We would park, illegally, in some lot Ian knew. In the lot, there were rats.

Jake and I were sort of on the same level–both semi-degenerate English majors–but Ian I looked up to. He was definitely the leader in the friendship, although he must have seen something in me because we hung out a fair bit. Ian was also friends with Marc, but he was perhaps closer to another group of guys who lived in two adjacent quads on the third floor. This included John and a guy called Will. I would go up there too, and Will would ask “what Dead do you want to listen to?” I always went with Reckoning because I liked the country-folk sound and the song “It Must Have Been the Roses.” I liked the third floor guys too, especially John.

Next door to Jake and my quad was Adam and Basmo. Adam and Basmo (a nickname) were seniors who for some reason decided to stay in what was basically a freshman dorm. Adam was cool, but pretty grown up. Basmo was still a kid, and loved to get high. Loved to get high. Early on in the year he would come over and ask “anyone want to get stoned and session?” A session, it turned out, was you would smoke, put on The Beatles, and watch Bugs Bunny or something with the sound down. The idea was the music would synch up with the cartoon and it would be hysterical. It totally worked, although I just liked to listen to music and bullshit rather than session. Real heads will remember the session. (Jake told me that sadly Basmo later took his own life as a result of the worsening effects of ef. That was really too bad because Basmo was just a pure open-hearted soul.) So basically we would get stoned when we could, smoke Reds, and stay up all night and listen to music, which was a pretty decent life all in all. Jake and Ian took me in, and made the first part of freshman year so much better in all ways than it would have been if I hadn’t known them.

Dedication: For Ian and Jake, for seeing something in me, and helping make me a little somebody.

to be continued…

Note: If you liked this piece, you may other like the other pieces below in the Hamilton series.

The Most Insane People of All Time (aka You’re Outta Control!): #2 John McAfee

Note: This second installment in The Most Insane People of All Time (aka You’re Outta Control) looks at John McAfee, tracing his evolution from software pioneer to global fugitive, crypto evangelist, and online cult figure. The piece emphasizes the improvisational chaos of his later life and contrasts it with more conventional tech figures like Elon Musk and Bill Gates, arguing that McAfee’s volatility places him in a category of his own. The tone is impressionistic, comparative, and intentionally informal.

Epigraph: 

“I fought the law and the law won…”

— I Fought the Law, The Clash

John McAfee starts in relatively conventional fashion: brilliant programmer, eccentric personality, builds the first widely adopted consumer antivirus software in the late 1980s, and becomes extremely wealthy when McAfee Associates takes off. But even in the early years there’s instability, and a foreshadowing of things to come — drug use, paranoia, erratic business decisions, and a growing anti-authority streak. He sells his stake, drifts through various ventures, and by the late 2000s relocates to Central America, eventually settling in Belize. There he buys beachfront property, hires armed guards, collects dogs, experiments with quasi-scientific projects, and begins acting like a semi-autonomous local strongman. It’s the first fully “outta control” phase: money, isolation, guns, and a man already well inclined toward paranoia.

Then comes the neighbor incident. In 2012, McAfee’s American neighbor, Gregory Faull, is found murdered. McAfee is named a person of interest — never charged — and instead of lying low, he goes fully theatrical. He claims the authorities are targeting him, allegedly evades police by hiding, disguising himself, and moving between safe houses, all while giving interviews and live-tweeting the saga. With girlfriend (later wife) Janice McAfee and various associates in tow, he flees Belize, surfaces in Guatemala, is detained, then ultimately allowed back to the United States. The whole episode is surreal: a tech millionaire allegedly on the run for murder, narrating the chase in real time on social media. It’s not just outta control — it’s performance art.

Back in the U.S., McAfee briefly lands in Florida but quickly re-enters chaos. He promotes cryptocurrencies, launches bizarre tokens, courts publicity, and cultivates a global cult following. He posts paranoid threads about surveillance, claims he lives inside Faraday cages, talks about government plots, and offers wild schemes — including promises to evade arrest by sea, air, or even paragliding into New Mexico to meet with fans! He pops up in unexpected places, from Caribbean boats to European cities, always accompanied by Janice and a rotating cast of loyalists. At one point he tattoos crypto branding onto himself, predicts conspiracies, and positions himself as both fugitive and prophet. The line between performance and belief dissolves completely.

Eventually, legal trouble catches up. U.S. authorities charge him with tax evasion and crypto-related fraud, and he’s arrested in Spain in 2020. From prison he continues tweeting through intermediaries, hinting at conspiracies and insisting he’ll never kill himself. In June 2021, shortly after a Spanish court approves extradition to the United States, McAfee is found dead in his cell — ruled a suicide. His supporters, including Janice, immediately dispute the finding, pointing to earlier posts and tattoos as supposed foreshadowing. The ending is as chaotic as the life: software pioneer turned fugitive, Twitter antihero, crypto evangelist, paranoid showman, and finally a death that only deepened the mythology. Outta control doesn’t even begin to cover it.

Compared to John McAfee, figures like Elon Musk and Bill Gates still look almost conventional — even when they drift into odd territory. Musk’s public persona is chaotic in a very modern way: late-night posting, impulsive announcements, awkward humor, and personal-life theatrics. The relationship with Grimes, the bizarre naming of children, and the infamous weekend when Azealia Banks claimed she was stranded at Musk’s house amid talk of LSD and general weirdness all add to the sense of volatility. Then there are the dad-joke moments — hauling a sink into Twitter headquarters and posting “let that sink in,” which is either performance art or just terrible humor. It’s eccentric, sometimes cringe, occasionally outta control — but the companies still run, rockets still launch, and the chaos never fully escapes the bounds of reality.

Gates, by contrast, is a more old-school eccentric. Bill Gates has the reputation of a hyper-competitive young executive who mellowed into a philanthropic technocrat, but the quirks linger. The awkward dancing, the slightly rumpled appearance, the perennial jokes about dandruff — he has always projected a kind of brilliant-but-uncool energy. The later-life turbulence — divorce from Melinda after decades, scrutiny over his contacts with Jeffrey Epstein, and the general aura of a private billionaire navigating public controversy — adds complexity but not chaos. Gates remains structured, Musk volatile, but both operate within functioning systems. McAfee, meanwhile, is something else entirely: not just eccentric but improvisationally unstable, a man who turned paranoia, fugitivity, and spectacle into a lifestyle. Musk may be chaotic, Gates may be awkward, but McAfee is outta control in a different register altogether.

In the end, John McAfee feels more outta control than Keith Raniere, Elon Musk, or Bill Gates — and that’s saying something. Raniere was creepy and manipulative but small; Musk is chaotic but still tethered to real-world outcomes; Gates is eccentric but fundamentally structured. McAfee, by contrast, seemed to live entirely outside normal constraints. Guns, boats, dogs, girlfriends, crypto tokens, Faraday cages, live-tweeting alleged manhunts, promising wild escapes, drifting between countries — the whole thing reads less like a biography and more like a fever dream. He wasn’t just eccentric; he appeared to improvise his life day by day, escalating the spectacle each time. That kind of volatility is rare. It’s also why he became a cult hero: he embodied a fantasy of total freedom, however reckless, however unsustainable.

Years after his death, the mythology hasn’t faded. Supporters still debate the circumstances, quote his tweets, and treat him as a kind of outlaw technologist who refused to play by the rules. Whether you see him as mad genius, performance artist, or cautionary tale, the scale of the chaos is undeniable. There may have been more dangerous figures, more powerful figures, even more tragic figures — but few as consistently, flamboyantly outta control. That’s what makes McAfee a legend. Not admirable, not necessarily likable, but unforgettable. And like all true originals, there probably won’t be another. So RIP, prayers up, and pour one out for a real one, John Motherfucking McAfee.

Note: If you liked this piece, you may also like the other ones in out “You’re Outta Control” series.