Clown School Break Day 16: Cooperative Games

In which Our Hero remembers the audience and the performer are on the same team.

Today I didn’t buy a painting.

I could have.
There are worlds in which I walk out of that studio holding a canvas, or at least a print. I like his work. It’s good enough that I’d happily see it on my wall. I also, frankly, think this guy could be very successful. And while I don’t know anything about investing in art, I do know that he does good work. 

Instead of buying, I did something arguably more valuable: I gave him one mental shift that might change the way he sells forever (hard-won after nine years of being a creative freelancer myself). 

The shift was this:

  • You and the buyer are on the same team, trying to get to the sale together.

Most artists don’t think that way. They imagine selling as hoodwinking, convincing, persuading. Commerce as a low-grade con.

But when I exchange $20 for a meal, two true things are happening at once:

  • I am saying, “I’d rather have this meal than this $20.”
  • The seller is saying, “I’d rather have this $20 than this meal.”

We both win. That’s the point.

If someone wanders into your studio already 50% likely to buy your painting, wouldn’t you both be better off if a sale happens?

That’s what my friend was missing. He felt like he was pushing against the customer, trying to “get them” to buy, and he hated it. Instead, he should walk next to them, shoulder to shoulder, helping the buyer cross the line they already half-want to cross.

Sales, at least for an honest artist, is a cooperative game.

Clowning is the same game

This is also the part that many performing artists (including clowns) forget: the audience wants you to succeed.

When we audience members sit down for standup, for a play, for a clown show, we’re not secretly hoping it’s terrible so we can be right about humanity’s decline. We might predict it will be bad, but given the choice between:

  • “I knew it would suck,” and
    “It blew my expectations out of the water,”

almost everyone would rather be wrong and delighted.

Even the pessimists would rather go home saying, “Honestly, it was great.”

So performance is also a cooperative game:

  • As the clown, you are the leader.
  • The audience is your team.
  • The “sale” you’re closing together is shared pleasure.

You’re not dragging them, hostage-style, toward your weird art. You’re inviting them into something – pleasure – they already came to find.

This, unfortunately, is not my default setting.

Competitive games vs cooperative games

I am more experienced with competitive games than cooperative ones. Poker, for instance, is the opposite:

  • There, the goal is to hide.
  • To show nothing.
  • To give away as little information as possible while extracting as much value as possible.

Clowning is about the inverse:

  • Openness instead of secrecy.
  • Generosity instead of extraction.
  • “Let’s enjoy this together” instead of “Let me get the best of you.”

One of the purposes of clown school (for me) is to re-train this reflex. To make cooperation feel as natural as competition.

Right now, the questions I’m wrestling with include:

  1. How do I lead the team gently?
    Guide the audience without shoving, nudge without bullying, care for each teammate without over-focusing on any one.
  2. How do I actually lead, instead of hiding behind stronger personalities?
    Be the tip of the spear, not the person comfortably in the second row.
  3. When I’m with a partner on stage, how do I treat them as a collaborator instead of a combatant?
    Remember that “winning” is making the scene sing, and that often occurs when you’re playing harmoniously. 
  4. How do I remain open when uncomfortable?
    Oftentimes, I’m shutting down. And that… is not… helpful. 😦 

These are not just stage problems. They’re life problems. Which brings us to the cocktail party.

When I forgot we were on the same team

At a cocktail party today, I met a few people I genuinely liked. Smart, funny, curious. The kind of people I’d happily see again.

They asked about my relationship status. I told them a technically-true (and engaging), but far-more-boring version.

Here’s what I told them: 

In college, I was interested in a girl who was dating a woman. A friend told me she only dated women, so I filed that away as “ah well, not for me.”

Ten years later, we reconnected. It turned out my friend had been wrong:

  • She does not, in fact, only date women.

And here’s the part I didn’t share – not because it’s shameful, but because it’s intimate, and intimacy is precisely what I tend to withhold when I get scared: 

  • At the time of meeting her, I was taking exogenous estrogen. I had grown breasts. My emotional life was much closer to that of a woman than a man. 

So even if she had only dated women, I still might have qualified.

That’s the good bit. The twist ending. The painting on the wall I could have offered.

Instead, I hid it. I offered the flat version. And therefore, the next bit that I added – when I later tried to connect – didn’t land. I’d already collapsed into myself, ending the cooperative game. 

I protected information, staying “safe”.
But they weren’t my opponents. They were potential teammates. We were building something delightful together. And that collapse — the retreat instead of the play — is exactly the reflex I’m trying to rewire.

(To be clear, the issue wasn’t that I “should have” told strangers something deeply personal. It’s that I noticed myself collapsing inward even though both they and I wanted to play, to connect, to stay in the cooperative game.)

The update

So: today I didn’t buy a painting.
I also didn’t honestly sell myself.

In both cases, the correction is the same:

  • Be in situations where we’re on the same side. 
  • Remember we’re on the same side.
  • Act like the game is cooperative.
  • Offer the real story, not the safe one.

When I become excellent at those in daily life, I’ll be a better clown.
And when I become a better clown, maybe I’ll finally remember, in the moment, that we all walked into the room wanting the same thing:To leave having created shared pleasure.
And in that pleasure, created Value.

Clown School Break Day 13: Revealing my Hand

In which Our Hero finally plays the writing game, not merely performs the genre.

Yesterday’s post set a record in responses. So I found myself asking:

Why did people like it?

If we assume it wasn’t merely well-written form, it likely was one of these three traits:

  1. I wrote about two games I know extremely well. (I played poker as a method of money-making previously, in the pre-solver Jurassic period.)
  2. I compared two activities everyone recognizes, even if only through cultural osmosis. (Everyone knows what a clown is. Everyone knows what poker looks like.)
  3. I accidentally wandered into a space my sister claims is my superpower: the philosophy of games.

Two months ago she called to tell me I had a gift.

She’d asked for help diagnosing an unspoken social game at her workplace, and when I broke it down for her, she said:

  • “You could be the expert at this. Not ‘an’ expert — the expert.”

For clarity: philosophy of games ≠ game theory.

I’m not a game theorist and have no ambition to become one. (Though one of my closest friends is probably top hundred in the world at the practical application of game theory.)

Instead, I love:

  1. games
  2. what games do to people
  3. how humans use games
  4. the mechanics and sub-mechanics inside games
  5. the social physics that games create
  6. the playing of games
  7. fun

This has always been true. As a kid, I invented strategies in schoolyard games so effective that fellow students rewrote the rules the next day. As an adult, I earned second place in the Hoboken Open pickleball tournament, which is exactly as prestigious as it sounds. In college I studied philosophy to understand the rules of our life’s game (hint: start with Aristotle).


But here’s the truth:

Yesterday’s writing, to me, felt bland.
I haven’t been having many fresh clowning insights.
I’m on break from clown school because of a broken foot.
I haven’t been around many clowns — except myself.

So instead of writing about clowning, I jotted down what I thought were painfully obvious observations.

And two people found them profound.
Compelling.
Insightful.

Why?

Clowning offers two simple rules:

  • give the audience what they want, and
  • follow the fun.

One mistake people make is assuming “what they want” means “repeat the product.”
But that’s not it — at least not entirely.
If I reposted yesterday’s essay verbatim, nobody would care.
This exaggerated example makes the point:

The audience doesn’t want the same product.
They want the same emotional experience.
The same arc.
The same sense of discovery.
The same journey.

Maybe one reader liked my emotional growth.
Maybe another liked the simple clarity around two games they’d only ever observed from the outside.
Maybe someone else just enjoyed seeing me think.

Writers know this:
readers fall in love not with the thing but with the transformation.

Van Gogh didn’t sell paintings until his letters were published.
Until people could see his suffering.
Until his bed wasn’t just a bed but the first possession of a poor, unraveling man.
Stories create meaning.
Meaning creates attachment.

And that’s why
Starting today, I’m going to include writing about hormones.


Yesterday I talked for an hour with my parents about my four-year experience taking œstrogen.
It was medical, emotional, biological, and sociopolitical.
It reshaped my values, which reshaped the games I chose to play.
It rewired my physical and emotional landscape.
It altered my comfort with strangers, my sense of risk, and my appetite for play.

I was on œstrogen when I decided to go to clown school.
I was back on my natural testosterone when I actually started the school year.

That contrast was… intense.

My desire to play poker changed with my hormonal profile.
My social ease changed too.

On œstrogen, my fluency with strangers soared: top decile of my life.
Now that the ease has dropped, I’m having to relearn it.
And with that comes fear.
Not melodramatic fear. More like the fear of an aging driver noticing their reaction time isn’t what it used to be:

  • “I used to be good at this. What if I’m not anymore?”

But here’s the secret about fear:
It’s freezing.
But it’s also your friend.
If you don’t embrace it and step through it,
You’ll always be under its power.

This was as true yesterday — staring down an A6s decision on a 4-6-7-A-K board facing a river jam — as it is about my long hesitation to share my hormonal story.

In that hand, I should have called.
In this life, I should speak.
Not because you’re entitled to know. You’re not.
None of this is “your business.”
But I chose to be a writer.
Which makes it my business.

Said differently:
I chose this writing game.
Time to stop playing it like a wimp.