life

The Last Trickster Poet of Hollywood

A remembrance of an evening with Val Kilmer—where he conjured a provocation: the creative life begins when you stop asking for permission, find art in the everyday, and dare to make your own reality.

It wasn’t a conversation, not in the traditional sense. Val Kilmer didn’t stand behind a podium. He didn’t read from notes. He shuffled onstage, found an armchair that looked like it belonged in a sunken living room from 1978, and just—sat.

This was at my college, a small liberal arts school with an ambitious lecture series that had recently hosted former presidents Jimmy Carter, George H.W. Bush, Henry Kissinger, and an up-and-coming senator named Barack Obama. These were people of consequence. Leaders who made policy, waged war, held power.

But none of them had been Batman, Iceman, Doc Holliday and Jim Morrison all rolled into one. None of them had that strange electricity of myth and menace, all bottled in a single person.

The moment Kilmer appeared on stage, the air in the room changed.

This was post-Heat, post-Batman, the tail-end of a decade when he’d shape-shifted through a rogue’s gallery of icons. He was famous in a way that felt dangerous. You didn’t know what he’d say—and that was the point.

He opened the floor to questions immediately. No script. Just Val, free-associating through Twain and Shakespeare, quoting his own films, rhapsodizing about his kids, about cameras, about the stubborn, irrational act of making art. The whole night orbited one message:

Create your own reality.

Nobody’s going to hand it to you. And even when they do, you’ll have to fight to keep it. Surprise people. Be undeniable.

He told the story of landing The Doors. He hadn’t waited for a studio call. He recorded himself singing Morrison songs. Slipped one of his own into the demo, unlabeled. Even Oliver Stone couldn’t tell which was which. Neither could the remaining members of the band. He became Morrison, and by the time casting decisions were made, there was no decision. Val was the Lizard King.

He talked about being the first person he knew to own a video camera. He filmed constantly. It was the same footage that would, decades later, form the spine of Val, his devastating, luminous 2020 documentary.

And somewhere in those rambling minutes, something clicked in me.

That night, Kilmer didn’t just perform. He modeled something. A way of living as an artist—scrappy, obsessive, defiant, enchanted. Shortly after Kilmer’s talk, I started carrying around my own video camera. I shot everything. DIY remakes of Psycho. Art films about levitating scissors. Late-night antics at Denny’s . I wasn’t trying to make something perfect. I was trying to live creatively. To treat reality as pliable. To find everlasting moments in every day. Val would understand.

It’s easy to remember the fun stuff. He did say “I’m your Huckleberry,” and yes, he told a story about Marlon Brando so strange it felt like a hallucination—involving face paint and a kimono. But what stayed with me were the deeper threads—about fate, failure, and the fragile, self-styled scaffolding that holds up an artistic life.

When someone asked about his reputation for being “difficult,” he didn’t flinch. He spoke about being a guardian of truth—for the characters he played. If he found something essential, he fought for it. The work didn’t have to be easy. It had to be real.

He talked about his son thinking he was actually Batman, not Val. Even after showing his son the movie, the boy was not convinced, and assured that he was Batman, and not his father onscreen, despite the blockbuster proof. What is reality anyway?

Maybe we are all Batman.

Kilmer painted, drew, made collages. None of that showed up in the tabloids, but it pulsed through him that night. A creative energy too unruly for one medium. You realized that the onscreen personas were just fragments and borrowed masks—glimpses of someone constantly inventing, constantly seeking.

I watched Val recently. Listened to the audiobook of his memoir I’m Your Huckleberry. Rewatched Tombstone, then Heat. And suddenly, I was back in that auditorium. In the dark. Watching a man peel away the myth and try on masks, only to reveal something stranger: a deeply sincere, wildly imperfect, defiantly poetic romantic. It was impossible not to feel inspired by that.

He made rebellion feel sacred. Mischief felt like method. He refused to play the Hollywood game, even as he conquered it. His career was a masterclass in turning dust into gold and getting bored the moment it gleamed.

Yes, he made baffling choices. Burned bridges. Took detours no manager would have greenlit. And yet he carved out something rare: a career that was his. A life of ecstatic contradictions.

He turned down the easy version of success. Maybe he regretted it. Maybe he didn’t. What’s certain is that he kept surprising us, right up until his voice gave out, and then—somehow—kept talking.

That night affirmed something in me.

I stopped waiting for permission. I stopped bowing down to so-called gatekeepers and forces I can’t control. I started making things. Well, I started making more things. Different things. Experiments. And I’ve kept on, trusting that if you throw enough wonder into the world, something unexpected will come back. It worked for Val, and over time, I’ve seen it play out in my domain as well.

Val Kilmer was, and is, our Huckleberry.

A trickster-poet in a cape. A dreamer who saw art everywhere. The crew-cut scene-stealer who once stole Top Gun from Tom Cruise with a single, arrogant chomp of chewing gum.

The Lizard King who refused to let The End define him—but instead transform him.

And when we look back, when we really trace the strange flickering light he left behind, what do we see?

We see the ghost of Jim Morrison swaggering through firelight, singing prophecy through a veil of leather and smoke—somehow about something more soulful than an expected chronicle of sex, drugs, rock n’ roll.

We see Doc Holliday, pale and facing the void, still faster on the draw than anyone alive. A Southern specter, one foot in the grave, the other in poetry.

We see Batman, not the brooding demigod of later years, but something more tormented—more Shakespearean. A Batman who looked like he’d read Hamlet and meant it.

We see Chris Shiherlis in Heat, silent and wounded, a thief with the face of a fallen angel and the soul of someone already halfway gone.

And we see Val himself, in Val, the final act, stripped of voice but not spirit. Archiving his own myth with love, regret, and more vulnerability than Hollywood ever knew what to do with.

Each of these characters was a mask. And each mask revealed something truer.

Because Val Kilmer didn’t just play icons. He inhabited them. Bent their voices to his cadence. Let their ghosts borrow his skin. He moved through genre, through persona, through time, as if this life was just one long improv scene and he was dead set on finding its truth before the lights went down.

And maybe that’s the real secret:

He was never just acting.
He was becoming.

Becoming the outlaw.
Becoming the poet.
Becoming the myth.

Becoming a cosmic jester with paint on his hands and a camera in his palm, chasing beauty across deserts and backlots and dreams.

Some actors fade.
Val burned.
With brilliance. With mess. With risk. With refusal.

He created a reality larger than the screen. A creative life so alive it bled off the edges. A rock opera of detours and digressions that joyfully haunt us all.

So here’s to Val.

Our Huckleberry.
Our Saint.
Our fading gunfighter, laughing into the abyss.
Our shapeshifter in the spotlight.
Our silent poet in the wings.

Val, if you're listening—
as you're out there still filming, still dreaming, still editing the reel of your cosmic cut—know this:

You didn’t just live a life.
You performed a constellation.
And we, lucky as hell, got to look up.

My Next Chapter

I spent the last year exploring the branding and storytelling possibilities at the intersection of sports, web3 and NFTs at Dapper Labs. I was the first copywriter hired by Dapper, and helped define the brand positioning and voice for pioneering web3 projects like NBA Top Shot, NFL All Day and UFC Strike.

After 14 years at Wieden + Kennedy in Tokyo, I moved my family to the other side of the world to take on a new challenge in an emerging industry. It was a thrilling, chaotic ride in a startup culture where everyone was driven to do something that's never been done. It always felt like we were a step away from a breakthrough.

While at Dapper, I worked with passionate coworkers as we wrestled with daily challenges amidst industry uncertainty. I was able to write words for Magic Johnson, Patrick Mahomes, Klay Thompson and other sports icons. I'll take the good, the bad and all of the learnings as I move to my next chapter.

From today I'm available for freelance and full-time Creative Director and Copywriter opportunities.

You can email me at oylmiller at gmail dot com.

You can also find me on LinkedIn, Instagram and Twitter.

“THE LAST DANCE” REVIEWED - EPISODE 4

More Detroit beef

It’s funny how this Detroit versus MJ rift is getting dragged back into pop culture. To fans who lived during that era, this is nothing new. But it is interesting hearing from all sides a couple of decades later and seeing how much hate still festers. It’s dramatic sure, but after all this time it feels so petty. Detroit got theirs and then the Bulls figured out how to win. That’s history. I guess it shows you how intensely it stoked Jordan’s competitive spirit. It’s almost like he still seems himself as a victim of the Piston’s bullying. Even though he got the last laugh. And you’ve gotta love how Isaiah Thomas doesn’t give an inch. He just sits there smiling and saying “things were different then.”

It’s also funny how we learn that Jordan would get on his teammates for showing any signs that the Piston’s antics were getting to them. But here he is, going on and on about how much what they did bothered him. It seems like Mike could throw far more shade if he played the “Detroit who?” card. But that’s not how the melodrama of this series goes down. It fans the flames of a decades long feud. Horace Grant still seems particularly snippy about those battles with the Pistons. To be honest, it’s kind of off putting to hear the 6-time champion Bulls and undisputed owners of the 1990’s carrying on about the Pistons. Maybe it was a filmmaking call to crank the drama up this much. It’s just kind of like, we get it.

I do think Jordan has a fair point about sportsmanship. It was a low blow for the Pistons not to shake hands at the end of that series. But that’s who they were. They were like method actors. Living up to their Bad Boys moniker. But you know how much it had to hurt Jordan in the three years before, coming up to Thomas and the others, in the face of defeat and giving them a quick shout out. That would be enough to sway me, because you know how hard that must have been for Jordan. Year-after-year. A three-peat of failures at the hands of the same smug villains. But I do agree with Thomas, that it was a different era then. It’s not like today when all the players grow up playing traveling ball since they were 11. Back then, the money was less and the void was filled with pride and ego. Those were the table stakes. These days, even the 6th man might be making some sweet 8-figure deal. Who cares about an early exit when it also means early summer vacation. This wasn’t the case in the eighties or early nineties. You were playing for keeps. Playing to be remembered or forgotten. The money came later. Because these characters made the game so damn compelling.

1991 Finals: Magic versus Michael

Lifelong Blazermaniac here. This chapter of the story is hard to watch. It should have been Portland facing the Bulls in their first NBA Finals. Cue the avalanche of NBA conspiracy theories. But I remember the pain of watching the one-sided refereeing as the Blazers played the Showtime Los Angeles Lakers. It nearly went 7 games, but you could feel the whole country outside of Portland, and the world beyond, hoping for the marquee Magic versus Michael final. Michael versus Clyde Drexler would have to wait.

The Lakers weren’t even that great of a team at this stage in Magic’s twilight. Pippen easily found a way to shut him down by picking the legendary point guard up in full court coverage early in the game. Magic and his Lakers were knocked off balance and never really recovered. The league just needed the torch to be passed. Jordan was crowned king and a first time champion.

jordan dunk on lakers

Original Jordan crying meme

The image of Jordan clutching the Larry O’Brien trophy, being consoled by his father, with tears streaming down his face—was an informative moment as a young sports fan. I’d gown more used to straight up meathead celebrations of NFL titans hoisting trophies and spraying Champagne with frat boy verve. Or baseball players shouting cliches about going to Disneyland. So, it was eerie and revealing as hell to have the postgame camera drift into the Bulls locker room and find the world’s most cutthroat competitor at his most vulnerable. Air Jordan had been reduced to a puddle after his achievement. 

I think this was one of my earliest indications that sport could mean something more. It could be something deeply personal and important. It wasn’t just playing a game. Or racking up wins and losses. There was something deeper going on here. And to see a hero like Jordan expressing this side of himself uncontrollably validated a single-minded pursuit of excellence in sports. There was something meaningful waiting at the end of the dark days and late nights of training. There was enlightenment or transcendence or something that my young mind couldn’t quite figure out. But I couldn’t take my eyes off of Jordan and what he was doing. His narrative locked in after that first championship. His quest for greatness became the defining narrative of the 90s. The whole world was along for the roller coaster.

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Mamba Up

Kobe rose into our consciousness as I was in the middle of chasing my own athletic potential. And while I played basketball through high school, Kobe’s mentality and work ethic really touched my psyche as a baseball player. From high school to college to having a professional tryout as a pitcher, Kobe's mentality became a template for how I pursued and pushed my craft.  Being a Portland Trailblazer fan, it was a bit of an identity crisis to find myself respecting a Laker so highly—but his passion for training and pursuit of excellence was impossible not to respect. Kobe became my mental standard in how I looked at my preparations as a baseball player.

Watching Kobe and reading articles about his single-mindedness spurred me to compete at every phase of the game. Even in practice. Even in a “walk-through.” Even throwing into a net during an after practice session with no one looking on, I’d find myself thinking, how would Kobe approach this? It drove me to focus and compete for every moment. Every drill. To chase after every morsel of success. To stay hungry about proving myself. I also learned to never be satisfied. Even when the coach says “great job” or your teammates cheer your efforts, Kobe taught me to look inward and ask “was that really your best man?” Because of looking to how Kobe and Michael Jordan competed, I took a daily look at what I was doing.

In recent years, now that my on field days are through, I found myself connecting with Kobe again as a father of daughters. I respected and admired how he was passionate about his girls. How he shared his love of the game with them. And I was just inspired of that immense pride that came through when he would talk about them. Today I mourn the loss of Kobe, Gianna and the others lost. But I celebrate the inspiration, dedication and love that Kobe expressed and so freely shared with the world. The impact and lessons from his life and game will resonate forever.

Is This Heaven? No, It's Rural Japan...

Many moons ago, Nike was thinking about producing baseball gear and they brought me in to test their prototypes. I came into campus, took some BP, threw some long toss and gave detailed feedback about how I felt. A couple of weeks later, they’d make some tweaks and we’d do it again. It was a dream gig for a high schooler. After that, I continued pushing my baseball career until I eventually had a major league tryout as a pitcher. A few weeks ago I found myself on a pristine baseball field in rural Japan, shooting an amazing 15-year old female baseball pitcher for a Nike commercial. It was one of those Field of Dreams type moments of nostalgia where you think about the journey and are grateful for all the talented teammates you’ve been lucky to have along the way. Thank you to @atlasfoto for your eye and soul capturing this personal moment of reflection in the middle of our intense work grind.  ️

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