The Pursuit, Vol. 9

writing for strangers

Thank you to my first 100 (technically 102) subscribers! It means the world to me that you care enough about my thoughts to let me add to your inbox clutter.

NOTE: This is a very meta/writing-about-writing letter. My next issue (already mostly written) is a return to the regularly-scheduled programming of takeaways from my life as a 25-year-old young professional who meets people way cooler than I have any right to know. So if you don’t like this one, don’t fret! I won’t become that writer who only writes about writing because he isn’t living enough life to say something interesting.

Readings

Writing for Strangers

This newsletter now has dozens of subscribers whom I’ve never met in real life. In fact, these Semi-Anonymous Internet Subscribers now outnumbers subscribers who are my real-life friends. This fact has paralyzed me for eight months.

I’ve thought for almost a year now what it means to share parts of my life on the Internet. Over the past few months, I’ve written, deleted, and rewritten countless vignettes about my life, literature, and pursuits, both fruitful and fruitless. There were some very interesting thought dumps, but I couldn’t get any of them over the hump to publishable. My “casual newsletter” was collapsing under its own weight, causing the very writer’s block it was supposed to help me avoid.

Like many problems in my life, this writer’s block was resolved by reading. First, I read Impro, which is one of the five books Palantir hands to all employees on Day 1 of the job. It is a series of loosely-connected essays, purportedly about improv and theater, which contain incredibly profound insights about human nature and the self.

Theater is the lens through which Johnstone observes the world, but the lessons extend far beyond the stage. This particular excerpt about modern vs. historical characterizations of an artists’s relationship to his or her art really resonated with me:

“We have an idea that art is self-expression—which historically is weird. An artist used to be seen as a medium through which something else operated. He was a servant of the God. Maybe a mask-maker would have fasted and prayed for a week before he had a vision of the Mask he was to carve, because no one wanted to see his Mask, they wanted to see the God’s. When Eskimos believed that each piece of bone only had one shape inside it, then the artist didn’t have to ‘think up’ an idea. He had to wait until he knew what was in there—and this is crucial. When he’d finished carving his friends couldn’t say ‘I’m a bit worried about about that Nanook at the third igloo’, but only, ‘He made a mess getting that out!’ or ‘There are some very odd bits of bone about these days.’ These days of course the Eskimos get booklets giving illustrations of what will sell, but before we infected them, they were in contact with a source of inspiration that we are not. It’s no wonder that our artists are aberrant characters. It’s not surprising that great African sculptors end up carving coffee tables, or that the talent of our children dies the moment we expect them to become adult. Once we believe that art is self-expression, then the individual can be criticized not only for his skill or lack of skill, but simply for being what he is.”

Keith Johnstone, Impro: Improvisation and the Theatre

This excerpt inspired me quite a bit and reminded me of one of my favorite quotes, which at first seems to be communicating the exact opposite message:

“Nobody ever became a writer just by wanting to be one. If you have anything to say, anything you feel nobody has ever said before, you have got to feel it so desperately that you will find some way to say it that nobody has ever found before, so that the thing you have to say and the way of saying it blend as one matter—as indissolubly as if they were conceived together.”

F. Scott Fitzgerald, in a letter to his daughter Scottie

How do these two statements — “It’s weird to think of art as self-expression” and “Your art is inextricably linked to both your intended message and your way of delivering that message” — coexist? My assertion: Writing at its best isn’t self-expression. It’s the only way to express certain universal truths. There are certain insights or arguments I am uniquely equipped to have or make, but I ultimately choose to write them down in the pursuit or assertion of some underlying idea that must be articulated to be fully understood.

For years (I have an iPhone note from February of 2020 stating this), I’ve maintained that few people are profound without trying to be, so I try to be profound. The only medium I know how to do that through is the written word.

Why I write

Putting this theory into practice (ie: motivating myself to actually write after re-convincing myself that writing is important) required more self-reflection: Besides trying to be profound, why do I write? Earlier this week, I remembered an application letter I wrote for a creative writing class run by Louisa Thomas, a staff writer for The New Yorker. Below is an excerpt from that letter:

My high school English teacher once told me that I had “the rage to write.” I didn’t know what he meant then, but I think I do now.

In college, I’ve tried my best to put myself outside of my comfort zone and take STEM classes, many of which do not come naturally. There were semesters in which I resolved to focus solely on math and CS, but even then, I found myself spending hours reading long form essays and articles and furiously typing paragraphs into my phone notes while walking back to the Quad. At a certain point (when my father told me, “I never thought you’d actually finish your CS degree, you’ve always been a much better writer”), I decided to own that rage and declare an English secondary.

Simply put, writing is how I process and iterate my thoughts; how I prefer to engage with new ideas; and how I connect with others. As a Korean adoptee who played competitive basketball and was raised by white parents with a pizza store in a majority-Hispanic town, my experiences have led to the firm belief that we’re all more alike than we are different. But I’m also adamant that our differences – perceived or actual – are the facets most worth exploring.

When it comes to writing, I don’t view similarities and differences as mutually exclusive; rather, I see them as complementary forces, two boxers exchanging punches and parries in a twelve-round dance.  Appealing to shared values and experiences helps readers understand the stakes of your writing, affirms their feelings, and assures them that your thoughts and emotions are being conveyed in good faith. And that trust can be leveraged to poke and prod and challenge readers where they may have empathic blindspots. At its best, writing is simultaneously an articulation of universal truths and exposure therapy to new ideas.

At Harvard, I’ve become a much more astute reader, learned how to process epic poems, and improved dramatically as an essay writer when it comes to analyzing fiction. But I’m not quite where I’d like to be with regards to personal prose. Writing is a courageous act, and my sword is not sharp enough to venture into the darkest part of the woods. I conceptualize my thoughts as “thought loops.” In their raw form, they are ever-expanding and increasingly derivative. Turning and turning in the widening gyre. Their existence is at once my greatest strength and greatest weakness as a writer. At my best, I have novel thoughts and can quickly flip through turns-of-phrase, skillfully hopping between and navigating through different thought loops to suit my needs. The tightening gyre, as I like to say. However, at my worst, my thoughts are jumbled and unpolished. My love for “rhythm” has a tendency to turn into rambling. I struggle with concision (as evidenced by this letter). It bothers me that I have not developed a process to reliably navigate these tendencies.

When I was a kid, writing made me feel less alone. Now, it expands my universe. I want to be better at both as a writer. F. Scott Fitzgerald once wrote, “You don’t write because you want to say something, you write because you have something to say.” I know I have something to say, but I’m not quite sure how to say it. I’d love the chance to hone that craft in my last semester of undergraduate study. Thank you for your time and consideration!

My Best,
Sam

me, August 2023

I got into the class, it was awesome, and it definitely made me a better writer.

The Trump Dance / Delightful Nonfiction

Speaking of Professor Thomas, you should definitely read her work! She most frequently publishes as the sports columnist for The New Yorker. She makes amazing connections and is particularly adept at describing motion. Here’s an excerpt from her article about “the Trump Dance” that took the sports celebration by storm during election season:

On November 10th, after the San Francisco 49ers’ defensive end Nick Bosa sacked Baker Mayfield during the 49ers’ game against the Tampa Bay Buccaneers, another defensive lineman, Leonard Floyd, came over to Bosa and gently butted helmets. Then Floyd bent his elbows at his side and began to sway, in a kind of cross between a shimmy and a shadowbox, and gave Bosa a little encouraging punch. A third teammate, Sam Okuayinonu, ran over to join in. Bosa used his right arm to clear some space, craned his neck forward, and arrhythmically jerked his arms and knees. He looked like a man with a rod in his spine doing the twist, or a robot trying to walk through a wall, or a constipated chicken—or like Donald Trump, when the Village People’s “Y.M.C.A.” comes on.

And here’s some descriptions that Tara Menon (another stellar professor who fundamentally changed my relationship with fiction), pulled out in a sit-down interview with Thomas:

TM: You talking about putting pressure on a single image lets me naturally segue into my favorite moments in your pieces, which is when you compare athletes to animals—whether that’s Nikola Jokic as “more giant squid than great white shark,” or Kevin Durant as a “fawn.” 

TM: I now feel unable to look at Kevin Durant as anything except a fawn. You also have other, nonanimal mini descriptions of people: Zion Williamson as “a linebacker crossed with Baryshnikov,” or Daniil Medvedev as “a character from Dostoevsky.”

My absolute favorite is tennis star Andy Murray as “a walking existential crisis.” [Laughter] When I read that, I thought, that’s exactly the feeling Murray evokes every time I see him. And you captured it in a single phrase. That line also captures what I find so compelling about tennis, which is that it seems so psychological. Does that appeal to you as a tennis writer?

Longform

Write something you’re proud of.

I recently wrote two longform essays on my personal website:

  • “Middle-Middleware” is about the new kind of software that I think will dominate the AI age. These tools will be “80% automation, 20% AI” and make many “competing” SaaS tools redundant and/or commoditized.

  • “Do Things That Don’t Break” explains why startup products need to be more robust than ever before. In short, hardware startups require years of testing before a violent upwards revenue ramp, and new software companies grow so quickly that they need to be sure they can handle $100 million worth of paying customers.

I’m going to keep longform essays on my personal website and use this newsletter to send alerts when they are published. I think this will be in the form of a short section atop each newsletter, though I may send a one-off email for pieces I particularly want to share.

Now for the kicker: I’m not particularly proud of either of these pieces. Both are trying to communicate two messages at once, to the point that I think neither message comes across particularly effectively.

“Middle Middleware” attempts to talk about consolidation of software tools & the commoditization of foundational AI models. “Do Things That Don’t Break” attempts to discuss both why ARR isn’t a good way to evaluate early hardware investments and why software companies should pay more attention to UI/UX and sustainable backend infrastructure. I don’t think you get those messages from either essay because they are competing—not in conversation—and too interwoven.

I tried to “just hit publish” on these pieces after rediscovering an anecdote about how volume of repetitions matters more than the quality of repetitions. My idea was to force myself to write a longer Paul Graham-style essay roughly every three weeks to become better as a writer/better for the algorithm/better for SEO. But, especially for non-newsletter posts, I will be focusing on quality over quantity going forward. I don’t think it’s right to publish anything I won’t be immensely proud of later.

Until next time,

Sam