Wise to the Game

A relaunch.

I’m most alive when I’m playing games.

A few months ago, my sister asked me about an unspoken rule in her business culture – an implicit game. I told her about games where explicit acknowledgment of the rule breaks the rule, and pointing that out is also against the rule. She thanked me and said I should write about the philosophy of games.

I’ve been thinking about that ever since.

Near the end of my senior year of college, I ushered my father into a room above the library and drew three circles on a whiteboard: writing, philosophy, and befriending eccentric people. In the middle I wrote the question that would pick my profession: “in what areas am I in the top 5% of my classmates?” 

The answer that fell out: befriend eccentric people, then write their philosophy.

Not wanting to be a starving writer, I asked one follow-up: who in that circle has money? Growing up in Silicon Valley, the answer was tech founders. I spent the next six years building that business and rose to the top of the technology ghostwriting industry. It was fun while I was growing. It’s not fun anymore. The game is too easy. 

So today I ran the exercise again, with the ikigai framework:

  • What do I love? Games. Learning new things. Befriending eccentric people.
  • What am I paid for? Writing.
  • What does the world need? Play. Whimsy. Fun.
  • What am I good at? Making complex things clear.

The answer that fell out is games, which makes sense: games are a bounded, examinable instance of the thing the world needs more of. If the world needs more play, games are where play can be examined. I learned this at clown school: the first course isn’t about humor or fun or jokes; it’s about games. 

The three pillars of this publication, going forward:

  1. Games.
  2. Eccentric people.
  3. Practical philosophy.

Writing is the medium. Speaking, eventually.

The new name is Wise to the Game. (My last name is Wise. It’s a pun. A double-pun? No: a triple-pun. Try to keep up.) 

More tomorrow.

The Sum

The goal of the game is to keep the sum. You keep the sum by noticing who’s low. 

Partner and I play a game: we try to keep our sum competence level the same.

On a normal day, she’s the one who tells strangers their dog isn’t actually a schnauzer — it’s just cut like one. She’s the one who’d google the laws on dog-deterrents in the tree box, to get the annoying ones removed.

Today we met with a doctor, and afterwards she wanted to curl up in a ball. So she went to our cave of a bedroom, where she either napped or fiddled on her phone. And today I was the one who googled the dog-deterrent laws. I didn’t spot the schnauzer — I didn’t know to look. But the gym got visited, and we got fed. The sum held.

It goes the other direction too. Yesterday I noped out of what I usually handle — navigating, picking the food place — and she took us to Whole Foods where we bought my favorite oranges.

I don’t think this is an accident (at least on my side). When she’s doing well, we’d both rather I spend my attention elsewhere. When she’s doing worse, it’s worth the effort. 

One question this raises: if one of us is very competent, is it worthwhile for the other to be negative? 

I assume no, but let’s investigate. 

What’s the benefit to un-competence? Not merely the lack, but the negative. 

One piece is fun. Competence is goal-oriented. Un-competence is expansive, innovative, novel. Competence lifts the weight and puts it back down, thereby strengthening the muscle. Un-competence learns there is such a thing as standing on one’s head. 

Sometimes standing on one’s head raises new understanding of human biology. Sometimes un-competence creates a new joke. 

I wonder if other people play a similar game in their relationships. Or if it’s just me — if I’d do this with anyone.

It doesn’t strike me as a bad approach. If anything, it’s quite elegant. 

Game on.

Vandals & Volition (Apr 14 2026)

Why can’t we all want the same things? 

Just outside our apartment, walking to The Park, Partner & I spotted a man kick a trash can. The can fell on its side, languishing in the street. 

Despite having an appointment in 40 minutes and Google Maps informing me the walk would take 38 minutes, I stopped to right the can. I lifted first its outer shell, plopping it back in its rightful place on the sidewalk, then its inner catching chamber, inserting this chamber into the shell. 

Walking away, I felt both smug and nervous. I caught myself sneaking glances at the vandal who had tipped it over. Will he notice? Come after me? Have I regressed the impact of his righteous fury, thereby inspiring it against myself? 

Just as I entered the park, he looked back toward the can, object of his anger. Noticing it was tipped, he crossed back across 7th avenue, re-set himself in the same position, and kicked it over again. 

And I, already too far and with other things to do, continued on with my day. 

Three hours later, I returned to find the can replaced in its proper location, save for the lid slightly open. Some other Good Samaritan must have contributed to the fight against entropy. 

But I’ll always remember the kicker’s determination. How inspiring it must be to have a clear, defined purpose. 

I found it: the best article ever written in America. I laughed. I cried. I hungered. I grew. Deeply worth the experience, especially for those of us who care about the journey of food and the food of journeying.

https://www.theatlantic.com/magazine/2026/05/best-free-restaurant-bread-america/686582/

And a quote from April 8th: 

“How come you’re incredibly detail-oriented when reading a contract?” – Partner, fishing out an egg from the pot of eggs I sous vided last night and clearly just missed one when I put them away.

The empty longing of a holding pattern. (Apr 12 2026)

In which Our Hero yearns. 

When a plane doesn’t yet have a safe runway available, the control tower tells the captain to “go around again”. The captain circles and circles, awaiting the change in this external event that will enable the hundreds of passengers to continue on with their lives. No one enjoys a holding pattern. Quite the opposite: it is during these unenjoyable intervals that we find ourselves “killing time”. 

The last few weeks have been versions of this activity. I’ve forwarded key aspects of incredible importance (my eye surgery; Partner’s jaw surgery complications fixing; Partner’s medical malpractice case; apartment renovations; my work). Yet we – Partner and I – are not living the lives we wish. 

We lift weights more days than not. We amble through the most beautiful park in the greatest city in the world. We cook and eat food that we enjoy. We watch Jeopardy over lunch or dinner, shouting out the answers we know (and a roughly equal number that we don’t). 

But still, we wish for more community. 

We moved into this apartment with the intent of living with others. Now, 2.5 months in, renovations have not started. They might not for another month. Then add 4 months for the renovations themselves. And it could be – probably will be – over half a year before we live with roommates we like, hosting weekly dinners and playing board games and shouting out Jeopardy answers with more than just ourselves. 

This period – this holding pattern – weighs on me. 

There’s no point establishing clear patterns and habits and routines when they will all change in a month. No point improving the infrastructure or systems in a home that will literally have different walls. No reason to stabilize on processes of engagement with my roommate (Partner) when we’ll need to live elsewhere for a while and then return to a different home. 

So we set ourselves on a month-long horizon. We establish temporary patterns. We work, and lift weights, and reach out to friends. We enjoy what we can. 

But still, each day, I want more. 

I want what we’re building. I want at least 5 people living here. I want to cook meals with others, to establish a weekly “Come over for dinner on Tuesday!” that invites a half-dozen people. A board game group and a poker group. I miss those activities. I miss them, though I’ve never had them. 

And that weight – the weight of wanting what I don’t have – is a heavy burden

for at least the next month. Or two. Or four. Or six. Or….

A Small Change’s Gonna Come (Apr 10 2026)

You can’t always get what you already don’t like having

Steven Jobbers (the famous fruit vendor) once said (or at least I remember hearing of him saying it) that he tracks whether his days are good and if he ever has too many not-good days in a row, he makes a change. 

Yesterday, I made a change. 

This change: 

Walking up 7th avenue, roundabouts 26th street, I saw all the negatives. Everything sucked. So I switched it. I saw that woman’s hat. That’s a good hat. Then the windowpane. That’s some straight-up magic. Then the fact that Partner enjoys hanging out with me, even when I’m a grumptastic grumplestiltskin. That’s nice. 

I did this over and over – saw the positive, the good, the bright thing. 

Often that’s how I get dragged into the doldrums: seeing the problem, the issue, why it wouldn’t work. I avoid that, resist it, run from it. 

That’s how Partner engineers. She sees the problem, the issue, the way it won’t work. I find that demotivating. She finds it comforting. 

Today, Partner worked from a coffeeshop. I worked from home, leaving three hours before I woke up. A good day is one where you sing to yourself in the morning, then only put on pants around noon. I completed around 7 administrative tasks, only one actually for me. Then, at 1pm, Partner came back. How nice it was to see her after a few hours away! 

I like working alone. I like the emptiness. The lack of seen-ness. The feeling and knowledge that no one’s paying attention to whatever-the-hell I’m doing. Writing with a witness is a nightmare. 

She likes coffeeshops.
I can’t stand them.
Two nice

tiny

significant

shifts. 

Ahhh. 😌

Alums, Assembled. (Apr 9 2026)

If you can’t return to the school, the school will return to you. 

“I was just talking about you. I was telling him about your underground gambling ring in highschool.” 

My reputation left an impression. 

“If the administration found you, they would have expelled you!” 

Oh, come on. Do you know how hard it was to get expelled from that school? Dealing drugs to other students or cheating on an exam, sure. Or, like, punching someone. But gambling? 

“Julian Wise! I know that name.” –two women from the grade below me. They recognized my name. I sure didn’t recognize them. 

My highschool had an alumni gathering in New York City earlier tonight. I ran into some old friends and met some new friends. This is why I live in New York: the serendipitous activities; the always-on; the my-highschool-was-on-the-west-coast-but-of-course-there-are-enough-people-in-New-York-for-an-alumni-gathering. 

I feel sad. Sad that it’s over. Sad that I can’t ride that social high. Missing it already. 

I miss that event more than I miss most of the activities I did in highschool. 

Improv, some theater, bumming around with friends. ..
I don’t miss having been there.
New York seems to have been in hibernation mode.
And now, finally, it opens. 

On Occupation (April 8 2026)

Not the military type. 

My recent activity has all but concluded.
Six months of hiring.
An important job.
Hiring, negotiating, structuring, whittling.
And now I have a contractor. 

My plans are submitted.
So, may god’s love be with me! 

Now,
I want a job. 

Sure, I spent 6 months working on key life projects (purchasing an apartment; hiring contractors).
Now I’d like to return to work.
It’s a weird experience for someone who
has only ever run his own business.
(Sure, there was a year-long stint as chief of staff to the ceo of a tech company.) 

I’ve only ever gotten jobs from referrals.
And most of those are self-directed. 

Now,
I seek something stable.
I’d love a remote job with clear deliverables.
What are my skills? 

  1. Writing. Blog posts, website copy. I’ve done lots of reliable work here. (Earlier this decade, I was the most sought-after ghostwriter in the Bay Area tech scene!)  
  2. Fundraising pitches. I’ve raised $1.5M for one startup and $800k for another, both by rewriting and workshopping their pitches (and the former by actually doing the pitching). 
  3. CEO whispering. I navigated one company through a cofounder split-up, served as chief of staff to the ceo of another, and helped a third rewrite her sales contracts and sales calls, tripling her ARR in 2 months. 

What else? 

  • I do good work, turn it in on time, and my coworkers generally like me. That’s worth something too. 

I feel this odd sense of loss. Of distance from myself. As though I wish for this situation – this need for occupation – to be solved. But also, a reticence to exist in a box where it is solved. 

I’d enjoy this occupation because the rest of my activity is more lax.
The books I’ve written; the apartment I’m remodeling; the weird medical and legal systems I’m working through: all would be improved if my head were also often somewhere else. 

And also, it would be nice if that somewhere else also gave me money. 

Sleeping Uneasy (April 7 2026)

In which Our Hero becomes crochety about costs. 

When did pillows get to be $100?
Is this a technological thing?
Are they actually that much better than cheaper pillows?
One recommendation aggregator literally asked the question, “Is it worthwhile buying a pillow under $50?”
There’s no way the cost of production is this high.
Is it? 

Pillows are very important. Shoes, pillows, mattresses, tires. If it goes between you and the ground, get a good one. Gravity is pulling us down all day. It’s worth it to spend for quality. 

And sleep is super important, too. How much would you pay for the difference between a good night’s sleep and a meh night’s sleep? $1? More? Now multiply that times the lifetime of a pillow. $50 is a steal! $100, too! 

Still, a large part of me is recalling the pillows I had in France. $14 per pillow and super high quality.
Maybe we don’t have better pillows here.
We just have more money

and therefore more willingness to pay. 

This whole thing keeps me up at night. 

The Glory of Gaps (Apr 1 2026)

Sometimes nothing is everything 

Earlier today, I bought tickets to a play.
$5 per person for two tickets to an off-broadway show. 

At 5:10pm, I asked Partner, “Do we even want to go?”
Partner said yes. I agreed (ambivalently).
At 5:42pm, we arrived to the theater. A sign on the door stated tonight’s performance was cancelled due to “staff injury”. 

What a lucky occurrence!
Partner and I walked toward the sunset.
We split a pound of strawberries and listened to a spiel for a green energy provider.
Then we strolled up through the park til our bare shoulders felt cold
and hopped the subway back home to eat lentils. 

I ran 2.5 miles today at a 7:59min mile,
lifted heavy objects for the first time in forever,
and walked three or four miles. 

My body feels nice when it’s satisfiedly used.
Life is especially nice when the universe conspires in your favor. 

The Maginot Line (Mar 26 2026)

Crossing lines and having great times 

After World War I, having been invaded by the Germans five times in under 200 years, the French devised a novel strategy: build an impenetrable line of defenses along the French-German border. The Germans could not defeat this line. The forts and artillery were too strong. The Maginot Line held. I see this same concept all over French culture. 

The Germans went around The Line. Through Belgium. And invaded France yet again.
Oops. 

In the 2010s, France experienced a rash of bombings. In response, there now exist security officers at every sporting event and even many grocery stores. These security officers check bags for weaponry. But if you simply don’t stop? What if you walk through, refusing their patdown? Do they tackle you like the potential terrorist you are? No, they shrug uncomfortably and continue about their business. How do I know? I’ve done this many times. 

When the park closes at 6pm and it’s 5:45, the French gendarmes stand at the entry to prevent your entry. They do this because the park closing at 6pm means everyone must be out by then, not merely in the process of leaving. I accept this difference as a cultural choice and have no qualms with it. But when an American in a silly teal dinosaur hat argues with the gendarme for forty five seconds and then simply plows ahead, they do not apprehend him. They do nothing more than shout “Monsieur! Monsieur” a few times before returning to their croissant. 

Some local frogs (that’s the PC term for French people) taught me a silly game of throwing sticks. I happened upon these frogs thanks to one time I was out for a stroll in the darkness and saw lights and heard laughter. I approached to watch. They said (in French) “this is a private club”. I replied (in French) “we were out for a stroll and saw the lights”. They invited me and Partner to play. 

That experience isn’t the Maginot Line connection. (Even though a boundary did go un-enforced, ahem.)

The Maginot Line connection is that I taught a frog classmate how to play the game and she kept stepping over the line. When I called her out on it (it’s like bocci or bowling: a restriction on one’s distance is literally what makes it a game), she didn’t stop. She continued stepping over the line, stepping on it, using her foot to move the line, etc. It’s like she needed Germanic-level rule enforcement to keep her in line. 

The public parks in France close at sunset. That closure is my least favorite part of French culture. My research suggests this trait is due to the French desire to prevent people from doing bad things. In American legal culture, we’re deeply skeptical of preventive restrictions. Our permissiveness is part of what makes us innovative: you’re allowed to break the law; it just leads to punishment. 

And the fact that we Americans are a violent bunch means people have the honor not to step over lines. Viewing a nude performance art piece in Texas, I asked a fellow audience member what would happen if someone started recording. The local longhorn (that’s PC term for Texan) said that at least a dozen people would beat you up and take your phone. 

During the French Olympics, the U.S. State Department warned Americans about Parisian pickpockets. The Americans responded by beating them up so frequently it became an international meme.
Presumably when a native frog catches a pickpocketed in France, the appropriate response is to shout “Monsieur! Monsieur!” as they run away.