Number of times I’ve texted “gahhhh sorry for the late response”
Hours spent gaming with partner
Photos of Telly taken whilst he sleeps
Bottles of Veuve Clicquot consumed


I ended 2020 in a period of what could generously be called “fitness stasis”; I was working out and walking but not particularly pushing myself in any direction. In retrospect, too, I was drinking a lot more than I should have: it was a stressful Q4 for Haley and myself, work-wise, and a friend bequeathing us a solid two gallons of egg-nog did not help matters.

Things went better this year! I got on a solid lifting program ( SBS 2.0, and then back to my old mainstay{" "} nSuns once I got back into the rhythm of five-a-week lifting), ran a couple 5Ks, and in general we’ve been eating better. My lifting peak was in late 2018, and I’m more or less back where I was back then: close-to-but-not-quite-at the 1/2/3/4 plate club.

In 2022, I want to hit the 1/2/3/4 plate club. (The 1/2/3/4 plate club, if you're unfamiliar, is a one-plate press (135 pounds), a two-plate bench (225 pounds), a three-plate squat (315 pounds), and a four-plate deadlift (405 pounds.) This is not a particularly aggressive achievement: I’m sitting at a 130 OHP, 215 Bench, 245 Squat, and 335 DL, so it’s mostly about getting my squat numbers up. But this was a fitness goal that, when I started lifting six or so years ago, seemed like an impossible horizon, and now it feels…very much possible, with dedication!


We got Telemachus in September of 2020; he’s around a year and half years old now. He still has lots of puppish tendencies: every new stranger is a thing of joy, and every scary noise is a thing of terror. But he’s started to become more of a capital-d Dog: while he’s still energetic, it’s less of a “we need to walk him three miles a day or else he is a terror” situation and more of a “if we walk him two miles in the morning he is more or less out of commission” situation.

This time last year, we were very proud of him/us for removing the play-pen/prison from our living room & office so he could move around the house unencumbered. How quaint that seems now! The dog is our shadow, and he like us is a creature of habit: he curls up with us in bed (a particularly cute habit of his: he’ll jump down to his kennel as we turn out the lights and, around fifteen minutes before sunrise, jumps back into bed and snuggles with Haley), keeps guard from his roost atop the couch, and is the greatest office dog we could ask for.

He is not perfect, of course. His playfulness manifests as rebellion, and I’ve had more than a few mornings interrupted because he sprinted out of the house chasing a mailman; our backyard needs to be resodded from two digging sprees (and, to be fair, because my deadlifts left pairs of heavy divots). We call him The Goblin (a term of affection, I promise), and perhaps a more accurate moniker would be Puck; he is a prankster, a mirth-font, a lumpen bag of tricks and joys.

I have run out of laudits for the dog: he is the light of our life.

(Also, I bought


I got engaged! :)

I surprised Haley when she came back from a trip to Virginia and a subsequent dinner with her family; she opened up the door to our house (whilst wearing sweats, much to her continued chagrin) to me wearing a suit and carrying a dozen roses, with candles and petals strewn across the living room. I had a bottle of Veuve Clicquot in the fridge; I had a large pizza in the oven. I told her I loved her very, very much and wanted to spend the rest of my life loving her very, very much and then some other stuff that I frankly cannot remember because it was rather emotional. She said yes.

I honestly do not know what else to write here. I have my soulmate. We spent all of four days apart this year and they all sucked. I am very, very lucky, and to write more would be trite.

More date nights and lazy mornings, of which there can never be enough.


Some other updates that don’t quite warrant their own section:

In 2022, I want to (once again) rebuild Spoiler alert: this is already almost half-done, so counting it as a 2022 goal feels like a bit like cheating. But I want to have a place where I can throw all my thoughts, and I genuinely want an easier way for me to sift through my notes and my books and all of those things, and I want to just have some fun programming it. The whole “stop rebuilding your blog and just blog” thing is so passe — you should spend your time doing whatever brings you the most joy, and if I happen to fart out some essays about management or whatever along the way, then great."


Twitter bio changes logged
Emails sent
Net new MRR
Angry emails received
Production breakages
Arcane DNS issues debugged
Commits made after midnight
DMs received from colleagues about my tweets
Teddy Ruxpin dolls shipped
New products launched


I am an engineering manager now!

I haven’t done a lot of soul-searching and reckoning about the transition, and every time I try to write about it my words come out in listicle form. I think if I could whittle things down into the three talking points I've deployed most often, they’d be:

...Now, that’s a very solipsistic look at Stripe, and I will of course elide most of the interesting details that have to be redacted for reasons. If you’re a fellow Stripe, you might guess that I’m particularly proud of{" "} aaaaaaaaaaaaaaaaaa and that I love that we’re finally aaaaaaaaaaaaaaaaaa the{" "} aaaaaaaaaaaaaaaaaa.

If you’re not, you can at least trust me on this: I am officially in the jaded phase of my career. My ennui is at an all-time high; I think I understand the zeitgeist pretty well, and very little of it is novel or exciting to me. The panacea to this ennui is my employer: I get to work on a bunch of fairly chunky problems with the nicest, smartest people I’ve ever met to make economies better.

(Also, we’re hiring.)


A couple notes on the financials:

In non-financial terms, what went well:

What did not go particularly well:


Spoonbill is an application for tracking social media metadata. I built it in around 2016 and it's more or less been in maintenance mode ever since.

Absolutely nothing happened in Spoonbilland in 2021. I got three more $99/month contracts and did not write a single line of code. Not bad.

(I continue to harbor illusions/dreams about relaunching and rebuilding Spoonbill to be a general-purpose metadata delta tracker, but there is literally not enough time in the day to even plan on such things.)


No new projects, no new engagements, no new consulting — all of which was by design, so mission accomplished there. (The only thing worth calling out, I think, is that I spent another year mentoring for{" "} Unloop. If you are a cushy-situated software developer — and if you are reading this, then odds’ are that you are — I can think of few better ways to spend one of your precious few spare hours in a week than finding a worthy program and offering your time as a mentor. It is both deeply gratifying and deeply valuable.)

In 2022, I do want to build something new and bring it to market. I miss the early stages of going from zero to one, and Buttondown is in a better place ops-wise than it’s been in 24 months. I think this will be a very modest project, in terms of ambitions — I’m thinking something along the lines of $50K TAM — but I like the idea of adding to my portfolio and having some fun along the way.


Hours spent listening to lo-fi
New albums
Hours spent playing Slay the Spire
New words learned
Books read
Movies watched
Games finished
Number of times I successfully guessed the murderer in Poirot
Absolutely awful management books read


I read (and listened to — the lion’s share of these were audiobooks, a format that I will continue to rhapsodize about if you corner me at a party) 41 books this year, up a fair bit from last year. This wasn’t particularly deliberate; I think it happened naturally as I phased out most of my podcast consumption in favor of audiobooks.

There was a lot I really liked. I’m finally an Infinite Jest guy (email me with all your wildest theories!); No One Is Talking About This is probably the only good “book about the Internet’ that I’ve read, and I did a much better job reading poetry than I did in 2020 (even if I want to do even more next year; I bought more than I read!)

My favorite book of the year — and my lone 10/10 — was a cliche one, to be honest. Path to Power took me the better part of two months to wade through, but it was absolutely tremendous, and to me a few steps ahead of The Power Broker. I am wary of the need to even provide the summary — I suspect my target audience is all-too-well-aware of Robert Caro’s ouevre — but I don’t think I’ve read a non-fiction book with greater discipline, ambition, or poise. (And I’m excited to continue along with the series, albeit with some breaks along the way.)

One of the more rewarding things about this year is how nice big-ass books have been. I think I have subconsciously shied away from them in favor of the slight endorphin rush of smaller books and the diversity of different voices, but I’ve loved all of the huge books that have been on my list for five-or-so years. They’ve all been worth the investment! With that in mind…

In 2022, I’m going all in on comically large books. Brothers Karamazov; War & Peace; Middlemarch; A Little Life; Means of Ascent; Women & Men.


I wrote last year that more than anything I wanted to finish more video games, and boy did I succeed. I finished a solid 9 games this year, and none of them (besides maybe Gnosia, which was absolutely worth it) were “padding”; they were all sizable, non-trivial games. I would recommend every single one of them except Trials of Mana, which was the height of mediocrity.

I struggled a lot to choose between my two runaway favorites -{" "} Disco Elysium and{" "} Celeste, both of which were GOTY contenders in their respective years and absolutely, unquestionably, unimpeachably great. A bit of each:

In the interest of choosing one, I’ll choose Celeste, which besides having - for my money - the best platforming gameplay of all time, was a perfect fable about the challenge and ecstacy of playing video games (I’m a sucker for earnest & optimistic metareference!). That being said… absolutely play Disco Elysium. (And Bastion, and Gnosia, and Steamworld: Quest, and probably Cave Story, and I haven’t finished it yet at the time of this writing but definitely Shin Megami Tensei V too.)


If I succeeded beyond my wildest dreams in playing games, I did a much worse job of watching movies: only fifteen this year. Bluntly, I didn’t find any of them brilliant! The two movies I rated the most highly at the time were Ponyo and Holiday, both of which were slightly shallower echoes of all-timers for me (My Neighbor Totoro and Bringing up Baby respectively). Beyond that, I have to tip my hat to{" "} In A Lonely Place, my birthday movie (I watch a new Bogart every year), which was certainly not a pleasant film but a quiet and beautiful one) and Promare , a balls-to-the-wall kaleidoscope of pastel animation with a cliche-but-not-grating plot that mostly acts as a minecar to take you from one delightful setpiece to another.

In 2022, I want to watch 50 films. I don’t like quantitative approaches to consumption — you run the risk of doing the thing to say you did the thing, not doing the thing because you want to do the thing. But I miss movie nights with Haley and getting to spend time in worlds outside my own; I can point to very few movies that I regretted spending time with (which is absolutely not true of books, games, and television) and while habits aren’t virtuous in of themselves I think the lack of movies in my life this year was not due to distaste but due to muscle atrophy.


Last year I watched roughly no new television. This year I did much more, clocking in at a final 21 seasons of television! This mostly came from two different places:

  1. Haley and my watch-something-during-dinner gambit evolved from completely smooth-brained television (Frasier, Degrassi) to stuff we actually were interested in watching.
  2. My brother and I started watching a whole lot of anime together.

The second bullet point is where my favorites of the year lied; we started off with a classic (Serial Experiments Lain, which was terrific in its own way but not my absolute favorite) and then bopped around some more modern hits. Oddtaxi (and The Tatami Galaxy close behind it) were triumphs of the form: a show that could have only been told in animation, delightful in a visual form, and being deeply resonant and fun in their own rights.

(Also, shout out to Netflix for putting out some of the absolute worst content I have consumed this year, though Emily in Paris and Friends from College quickly earned value for hitting that negative underflow of “so-bad-you-can’t-look-away”.)


Last year I listened to roughly no new music. Much like with television, I made up for it this year, clocking in at 119 albums in total. That’s around two a week, which sounds about right: I didn’t have any grand methodology or framework, just idly browsed Pitchfork and jotted down notes whenever someone mentioned something that sounded interesting.

I listened to a lot of music that I loved, to be honest: five albums that I gave the very scientific and vaunted personal rating of 10/10. If I had to choose one, I would choose based on just how many damn times I listened to the thing, which would be{" "} Charmed{" "} by DJ Sabrina the Teenage DJ (I know. The name is bad. I know. But trust me — it’s fun, and a solid two and a half hours of sample-heavy boppy house) followed by Leave the Bones by Lakou Mizik & Joseph Ray (a modernist recording of Haitian tribal pop that recalls the epic highs of the early eighties world trend.)

Coda / 2022

As you have probably realized, rather than saving all of my goals for the end I peppered them throughout the page so as to have some level of context and cohesion with the twelve months that preceded them. It’s tricky, with these things, to fall into the disease of more: I want to write more, I want to lift more, I want to build something new, I want to watch more films, et cetera. That’s the easy part!

The truth is, I have operated the last nine months or so with absolutely no slack. The vast majority of days this year were bereft of even thirty minutes to relax and gather my thoughts. This is a bit of a bummer: the superstructure I built out around my life might have been feasible in a world where I was locked down and could have complete mastery of every single hour being spent or whatever, but that’s a) inherently unsustainable; b) especially unsustainable in a year where I changed my job and am once again subject to the whims of a social life.

Really, the question that is worth posing is: what do I want to do less of? Where is the time — and energy — going to come from? (And even that dichotomy is interesting to me. One of the most interesting parts of being in management now is internalizing that your time is no longer your own: something like 60% of my time is given away to others, either in the form of meetings or in the form of being in “reaction mode”.)

(An aside — It’s hard for me to stop doing things in general. One of the downsides of habits is that we think of consistency as a virtue, even if its consistency in something that’s value-neutral. I legitimately thought long and hard about ending my 700-day Duolingo streak because even though I stopped giving a shit about French, it felt bad to break the chain!)

I think the answer, then, is going to be a bit to-be-determined. But a quick perusal of iOS’ “Screen Time” report reveals that there’s a lot of low-hanging fruit.

Lightning bolt
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