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Sympathy for the Devil

2025-10-02

The Power Broker by Robert Caro deserves its reputation as a masterpiece. One of the best books I’ve ever read and up there in my pantheon of non-fiction books with Breaks of the Game and What it Takes.

Reading this book from the perspective of 2025, I think Robert Caro got Robert Moses wrong.1 Yes, he was obsessed with power. Yes, he ruined neighborhoods and destroyed communities with highways and slum clearance programs. Yes, he failed to treat the black citizens of New York City as having equal significance with its white citizens. He had all of these failings and it is important not to shy away from them.

But he was also a genius. An operator and a builder. He reorganized the New York State government into the form it still holds today. He built parks and stadiums and power dams.

Yes, Moses hoarded power. He had sharp elbows. He pushed the limits. He was also prepared, on time, organized, and ready to work tirelessly. He didn’t enrich himself or his family, but instead funneled money into getting power, so he could do more building. He built with all the limitations and blindspots of the generation he grew up in but he did build. He could be petty and attention seeking and yet he was also fantastically productive, not for just himself and his ego, but also for the people of New York.

It’s important while reading the book to pay attention to the other characters coming of age alongside Moses, people like Jimmy Walker, who are comically corrupt by today’s standards. When you do, you get the feeling that Caro is comparing Moses not to the other men and women who could’ve been chosen to lead at the time but to a hypothetical perfect public servant that never did exist and never could exist.

I first heard of Robert Moses in a City Planning Survey course that I took as a sophomore at UNC Chapel Hill. The TA who taught the class had an infectious enthusiasm for city planning and so that summer I found myself reading the Jane Jacobs classic Death and Life of Great American Cities.2

So I came into the book with a sense that the problems with American Cities are downstream of the choices that Robert Moses and his disciples made to orient them towards cars and away from walking and public transportation and neighborhoods with a sense of place.

But after reading the book, I think the problem for American cities isn’t that Robert Moses ruined them, but that there have been no Robert Moseses since: civic leaders with the intellect and power to reshape cities with a new, imperfect vision of what the good life is. We know from Amsterdam and Paris that this sort of transformation is possible and yet we’ve chosen to stay stuck in time, living with the same problems year after year.

The Robert Moses of 2025 would probably not favor cars over other forms of public transportation or redline minority neighborhoods. He would be imperfect in new ways that we cannot yet see or understand. But he would build.


  1. It’s a credit to Caro’s immense ability that I can read his work and come to very different conclusions about what it means. 

  2. Still one of my favorite books to this day. 

Good Tokens 2025-10-01

2025-10-02

Best enjoyed this week in a sunny corner of a park

Worth your time

If you’ve ever wanted to buy a life sized dinosaur, now is your chance. Someday my son is going to find out I had this opportunity and didn’t take it and will never look at me the same way again.

The Quiet Ones by Nikunj Kothari. An ode to the people that do the little things to make a company or a team effective.

Illiteracy is a policy choice. We don’t talk about Mississippi’s education system often enough (although careful readers of Good Tokens will recognize this from a previous edition). Every single state should be studying their approach to literacy. See also the Sold a Story .

Altoids by the fistful. Via my friend Daniel.

I now realize that everything I lorded over other people—all the things I gatekept without consciously understanding that this was what I was doing—I didn’t need to do that. It really didn’t help anything. For some number of people who interacted with me, Iwas the problem. I could’ve been more tolerant or forgiving, I could’ve said ā€œlet’s find out together,ā€ I could’ve let other people have the fun once in a while.

"The devil’s oldest strategy is, of course, promising godlike creation without godlike effort." Slop is a choice.

Musings

I’ve become obsessed with the tops of trees, in particular in the morning or the evening when the sun is hitting them. For some insect or bird or leaf that spot is the center of the world.

Let’s see if I can land the plane on this one. I’m surprised that there isn’t more nostalgic fiction about growing up in evangelical Christian circles. There’s satirical stuff like Saved but nothing that I’m aware of like The Big Sick that both pokes fun at being a child of immigrants while also on some level clearly feeling affection for it. Is this out there and I just don’t know about it?

Are we at the point where ā€œyes, andā€¦ā€ is overrated? If not, how long until we get there?

Something I struggled with this week: for someone like you and me, in 2025, what does it mean to live a good life? At 19, it was easier for me to articulate an answer to this question I actually believed than it is now in many ways. If you feel like you have a good answer to this, consider this me humbly requesting that you write it and share it.

Things I learned

Apparently Marie Antoinette never said ā€œLet them eat cakeā€, according to a recent Rest Is History Bonus episode. I’m a sucker forthings we think that aren’t actually so. Also from a RIH bonus episode: apparently the US now requires people to share their social media handles to get a travel visa. What are we doing here people?

China installed more industrial robots last year than the rest of the world combined. This is one of those stats that a 17 year old is going to be citing in an AP History Exam in 2084 about why China won the war for Taiwan.

Badgers air out their beds to keep them clean, via Secrets of the Forest.

ā€œYou are going to continue sucking for the rest of your career.ā€ A call from Nerajno to embrace learning.

LLM corner

Episode 2 of Dangerously Skip Permissions. Mark your calendars, tell your friends. Tell people you don’t even like.

A list of ways to run more than one Claude Code instance at once. I was hoping to build in this space but I may be too late.

The future is compounding teams

Simon Willson on designing agents loops.

What does a UI look like that all users are able to edit? What primitives are needed to build it?

Fuzzy compilers in less than 30 seconds.

Making a note to try out Microsoft’s amplifier.

Human / AI synergy and having a theory of mind.

Good tokens 2025-09-26

2025-09-25

This week’s episode is best paired with a hot cup of coffee and Wild Ways by Josh Ritter playing in the background. Last episode was too LLM heavy, for which I apologize. I’ve done my best to group all of that into LLM corner so as not to let it overshadow everything.

Worth your time

Uri says we should not allow 18 year olds to sign long term contracts. So, so many thoughts here. 1. I remember a conversation I had with my best friend when he was a brand new army officer out of college ROTC about all the 18 year old privates he worked with that had 19% car loans. 2. Jonathan Haidt opened my eyes to the way social media companies get teenagers to agree terms of service that they very obviously should not be able to agree to without their parents consent. I cannot believe we allow this! 3. Matt Levine’s Certificate of Dumb Investment continues to seem underrated to me.

It appears we have evidence for life on Mars.

PSA: How to fold fitted sheets, via the Browser. I sent this to my wife and she very nicely said to me something to the effect of ā€œisn’t this the same way I taught you to do it?ā€ 🤣

"any study of Internet culture is basically a study of crazy peopleā€. Also: "Be careful who you pretend to be, because you are who you pretend to be.ā€

Dwarkesh’s advice for explaining your announcement / launches / blog posts for Twitter.

ā€œWhen outsiders succeed, it’s usually through reframing problems in ā€˜paradigm shifts’. They benefit from not being too attached to existing theories.ā€From a thread on outsiders solving problems.

As someone who has bought 4 air purifiers purely based on Wirecutter recommendations, I feel betrayed.

It worked for me

Our parenting hack of the year so far is having cut vegetables ready at the table when our kids get home from school. The percentage of vegetables consumed is up like 10x and compliance to the routine of coming in, washing hands, and sitting down at the table has risen as well. Recommended and thanks to Emily Oster for the suggestion.

Things I learned

German chocolate cake was invented in United States, via the Kroger App. Someone needs to figure out why the Kroger app has so many delightful facts in it. This is someone’s passion project! I'll buy you a nice bottle of wine if you find this person and introduce them to me.

80% of Swiss are satisfied with their lives. I am not sponsored by the Swiss government, but I am open to it if they are reading.

The Pangolin is the only mammal with scales. Peacock is the name of the males only; the female are peahens. The species is called peafowl. Via The Animal Book.

Musings

Waymo big tech in our lives.

There’s no such thing a quality time with your kids. My mom said this to me over and over again as child. It’s quantity of time, not quality of time.

LLM corner

The rise of parasitic AI. This is the first moment where I’ve seriously contemplated the AIs taking over.

ChatGPT Is Blowing Up Marriages as Spouses Use AI to Attack Their Partners

ā€œShe does that to her family. She does that to her friends. She does that to me,ā€ he lamented. ā€œShe doesn’t seem to be capable of creating her own social interactions anymore.ā€ I worry a lot that the sycophancy of the agents have made me less flexible with people who (of course) are less likely to defer to me. I am not sure how to measure this, but I wish I could.

Sort of a musing, but I think we owe Blake Lemoine and apology.

How to Claude and Claude Code Camp. I want to be on Claude Code Camp.

The changing role of evals.

The Pope says we won’t find God in the AI.

If you are good at code review, you will be good at using AI agents. I wonder what it would look like to teach editing as a skill. Is there anyone that does this?

A promising approach to prompt injection attacks.

I can’t wait to experiment with Net Dollar.

Levels of problem solving

2025-09-25

I'm blatantly stealing this from Matt Holden who taught it to me, but I think about it all the time and I want a reference page to be able to point myself and others too.

When working on a team, there are three levels to work on:

Level 1: Agree on the problem to be solved

Level 2: Agree on the approach to solving the problem

Level 3: Agree on the details

Many disagreements happen when you skip these levels or give level 3 feedback when people are looking for level 1 recognition.

Book thoughts: Passport to Magonia

2025-09-25

This is a book with a handful of big ideas: 1. There are considerable similarities between the UFO stories of the 1950s and 1960s (then current, the book was published in 1969) and the stories of fairies / angels and demons / other mythical creatures from before the space age 2. Those similarities are interesting even if you don’t believe that UFOs come from extraterrestrial life 3. Even if these phenomena aren’t real the way the Empire State Building is real, they still impact the world in real ways 4. The (then current) UFO stories are folklore in the making, which makes it interesting in its own way

I’ve never gone deep on aliens / UFOs so I’m not up on the lore, but I think most of the points above are now mainstream?

Beyond this, there were a ton of stories about weird things happening, including a series of stories from 1890s America that just seemed bizarre. The one that will stick with me is the Mystery Airship of 1896 and 1897 where (potentially?) an airship floats around the western and midwestern states, occasionally stopping and having conversations with local farmers. You can choose to believe this or not, but either way it’s a fun wikipedia read.

On the whole, this increased my belief in the supernatural marginally.