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My Book

I wrote a book, Peculiar: Lessons from Amazon’s Leadership Principles! Most companies want to be like Amazon but can’t figure out why their attempts fall short. My book pulls back the curtain on how Amazon actually works — from the Leadership Principles that drive its culture to the business wisdom you can apply anywhere. Peculiar is a practical, human, and humorous guide to one of the world’s most fascinating companies.
Buy it at Amazon.

My Substack

I’ve created a Substack newsletter, AI for Poets, about using AI to be more human. It’s not about mastering the tools or keeping up with the hype. Rather, it’s about what happens when you actually sit down and play with AI, and what it reveals about language, creativity, and how we think. Come explore with me.
Subscribe at aiforpoets.substack.com.

About Me

I’m a devoted husband and father to an awesome family. For work, I’m currently an Executive Director at JP Morgan Chase focusing on internal tools to help our technology organization be more effective. I’m a Product Manager who looks at the goals of the business and uses technology to deliver those business and customer goals. In the past, I’ve driven transformational change at Citi, AIG, and Amazon Web Services. For more information about what I do at work, please visit my LinkedIn profile.

My Blog

I collect stories. There are so many amazing things happening every day. I need to spend some time writing them down before they slip away. Some of these ideas are so powerful that they hit me like a bolt of lightning. It’s my job to capture that lighting and put it in a bottle to share it with you. I want to capture that feeling that Archimedes had when he had an insight sitting in the bathtub screamed “Eureka!” and ran naked down the street. I know that I’ll rarely if ever make it there, but that won’t keep me from trying!

Here’s some of my latest posts:

And here are some of my posts about AI and ChatGPT:

Blog Highlights

Here are some highlights from 2024

One of my favorite topics for the last few years is writing about AI. I explored it from a number of different perspectives:

ChatGPT has helped me quickly turn ideas into complete blog posts and respond in real-time to things I’ve encountered. This year, it made it easier to explore a range of interesting topics like:

With ChatGPT, I learned to capture the small, wonderful moments of my life in writing. It’s like catching a lightning bug in a jar—preserving fleeting beauty to reflect on later. I was able to write about appreciating the sunrise, visiting a classic movie theatre owned by Netflix, and how to turn a nighttime drive into a light show.

Finally, I spent some time writing about self-improvement. Some of my favorite pieces were about the importance of asking for help and practicing self-control. Surprisingly, I even learned a valuable lesson about communication from AI—it’s programmed to respond with honesty, helpfulness, and harmlessness, qualities we humans could aspire to as well.

My Virtual Library

I wanted a place to put all the stuff I think is awesome. Growing up, I always wanted to have a great library in my house. I remembered the excitement when I learned that I could buy the entire collection of The New Yorker in bound volumes and put them in my house. I’d imagined that I would collect great encyclopedias from the past to peruse whenever I pleased. They would live in mahogany bookcases that looked like they’d belonged to JP Morgan. Then I realized that a New York City apartment doesn’t have the space for a physical library. So I did the next best thing. I’ve created a virtual library that includes lots of the things I enjoy, like my favorite books, words, and humor. You can check it out on the menu at the top of the page.

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Life Lessons Media

How to Live a Perfect Day

What’s your idea of the perfect day?

Pause. I really want you to think about this. If you weren’t bound by anything, what would your perfect day be?

When I was younger I used to have these incredible dreams. I’d suddenly get discovered and become a famous rock star or actor, even though I have no idea how to sing or play the guitar. Or I’d give a speech so rousing that they’d whisk me off to Davos, and I’d give the most popular TED Talk in the world.

I feel like I should still have dreams like that. They’re exciting and powerful, and they’re the kind of accomplishments we’re supposed to want. But my dreams have recently taken on a different character. Mostly I want to have great days, those days when I walk down the street and feel like the world had a soapy film on it and had just been thoroughly cleaned, or days with my family when I get a truly remarkable hug, even if I’ve had that hug countless times before.

Richard Curtis should be an expert on the perfect day. He wrote Four Weddings and a Funeral and Love Actually. This is a man who made movies about the Prime Minister dancing through 10 Downing Street, and about a heartbroken writer flying to Portugal to propose to a woman who doesn’t speak his language. But in a 2013 interview, he said his old romantic comedies were really about longing for first love, and they only told half the story. Someone leaves their family, finds love, and gets married, and the movie ends there. The second half is the regular life that comes after, with kids and aging parents.

Curtis realized this when he was sitting at lunch with his friend Simon, who lives in New Mexico and doesn’t see him often. They got onto whether they were happy, and Curtis surprised himself by admitting he wasn’t, really. So they tried to work out what a perfect day would be. Curtis said he used to picture flying to Monte Carlo, a date with Grace Kelly, winning a million pounds, and a text saying he’d been nominated for an Oscar. Now he hated all of it. “It’s too scary and strangers…” he said. Then he noticed that the day they were having was the perfect one. He’d taken his kids to school that morning, he was having lunch with his best friend, and he’d be home for dinner with his family.

That lunch is what prompted him to write About Time (currently on Netflix), a sci-fi romantic comedy. It’s about a man who can pick any day and go back in time until it’s perfect. What would he do with that power? Would he try to impress the perfect girl? At first he does, a lot like Bill Murray in Groundhog Day. Then the hero, and to some extent the audience, gets the ultimate anticlimax. Tim’s father, played by Bill Nighy, says the best thing to do with this power is to live every day twice, once the way he normally would, with all its nervous tension, and a second time to notice what was good about it. By the end Tim stops going back, because he’s learned to live each day the second way the first time.

Curtis stopped directing. He hasn’t directed a movie since About Time came out in 2013. He told the South China Morning Post that directing is only mildly enjoyable, and that “if I could spend 1,000 days on something, I’d rather spend it with my family.”

As for me, I can relax, knowing that a man who could have done all these crazy, fantastic things realizes he doesn’t need to.

Further Reading

Dara Horn does something similar in her book Eternal Life. The main character can never die. While that seems like a wonderful thing, it’s actually a curse, and she spends most of the book figuring out how to die, even as her granddaughter is working on a research team searching for how to live forever.

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Uncategorized

It’s Time to Up Our Game

Last Saturday morning I was in the apartment of one of my best friends from Yale, hanging out with him and his father-in-law. We’ve been friends for thirty years. At one point I pointed to him and said to his father-in-law, “This man here is the best thing that happened to me at Yale.” I heard it come out of my mouth and realized I had never said that before. I’m not sure I had ever let myself think it.

When people ask me whether I enjoyed Yale, I usually give them a tour. I talk about the classes and the professors and the old buildings. I think about whether they would like it, or whether their kid would, and I try to say something useful. I normally answer for the person asking. This time I gave myself permission to answer for me. Yes, I enjoyed Yale. There were plenty of wonderful things there, but my friends are the best thing I got out of Yale.

That afternoon I went to the memorial service for my friend Kate (not her real name), who was in my residential college, Saybrook. She was a physically small person with an enormous personality, and the thing I remember most about her is her infectious smile. Every picture of her at the memorial had that same smile. It wasn’t just too big for her face. It was too big for her body.

At the service I learned how much of an adventurer she was. She and her husband once took off and traveled around the world for ten months. Over the years she broke a lot of bones in a long run of unlucky and ill-advised adventures, and she kept going anyway. Her mother said there were many times she thought Kate was going to die in one of her crazy adventures. Kate just wanted to have fun, and sometimes the fun got there before the planning did. Her cousin told the story of her first memory of Kate. Kate was very young and had come over to her house, and they took her bike riding on a trail. Kate didn’t know how to use foot brakes. Who would think you’d need to explain that? So when she started down the hill, she had no idea how to stop. I thought this might have been one of the times she broke her arm, but there were so many stories about Kate breaking her arm that I couldn’t tell.

When a wonderful person dies, everyone has to figure out how to deal with it. One of the mourners talked about the providence of God. She said that when people like Kate are taken from us, she feels it’s because someone needed them more. I understand why people say that, and I don’t like it very much. Rabbi Harold Kushner didn’t like it either. His son Aaron died at fourteen of progeria, a disease that makes children age rapidly, and a few years later Kushner wrote When Bad Things Happen to Good People. He went back to the book of Job, the story of a good man who loses everything, and decided that if he had to choose between a God who is all-powerful and a God who is good, he would keep the good one. “I cannot believe that God ‘sends’ illness to a specific person for a specific reason,” he wrote.

For comfort, I go to Richard Feynman. Near the end of Feynman’s life, his friend Danny Hillis told him, “I’m sad because I realize you’re about to die.” Feynman said, “Yeah, that bugs me sometimes too. But not as bad as you think. By the time you get to be my age a lot of what is good about you has rubbed off on the people and so although I will be dead, I won’t be completely gone.”

When Kate’s husband spoke, after he talked about how wonderful Kate was, he talked about John Green. Green did an episode of his podcast The Anthropocene Reviewed about Auld Lang Syne, and it’s really a eulogy for his friend Amy Krouse Rosenthal. Kate’s husband talked about how clearly Amy accepted death. Green says one of the last lines she wrote was, “Death may be knocking on my door, but I’m not getting out of this glorious bath to answer it.” Amy used to get whole rooms to sing a song with her, to the tune of “Auld Lang Syne.” The song is one line, over and over. We’re here because we’re here because we’re here because we’re here. On paper it’s a bleak song, but Green says that singing it with Amy, “I could always see the hope in it. It became a statement that we are here—meaning that we are together, and not alone. And it’s also a statement that we are, that we exist, and it’s a statement that we are here, that a series of astonishing unlikelihoods has made us possible and here possible. We might never know why we are here, but we can still proclaim in hope that we are here.”

I have a new way of thinking about death that I learned at the memorial. The idea that someone needed Kate more asks me to hand her death over to God. Feynman and Amy ask me to accept it, and to look for Kate in the people she rubbed off on. I’d rather take it as a challenge. I started telling people, “Kate was one of the really good ones. She made the world a significantly better place. We’ve lost one of the best members of our team, and now we’ve all got to do better.”

Further Reading

Green’s episode ends with a short recording of Amy and friends singing the song, and it’s worth hearing her lead the room. I hear a couple more things in the song than Green does. Here is now, the only place any of us actually lives. Here is also just what is, accepted without needing a reason. And “Auld Lang Syne” itself is what people have always done at the turn of a year, raising a glass to old friends.

If you want more of Amy Krouse Rosenthal, start with “You May Want to Marry My Husband,” the Modern Love essay she wrote about her husband, Jason, while she was dying. Then read his answer in Modern Love and his book, My Wife Said You May Want to Marry Me, and watch his TED talk on grief. After that, go to her memoirs, Encyclopedia of an Ordinary Life and Textbook Amy Krouse Rosenthal, and watch the films from The Beckoning of Lovely, the project where she invited strangers to meet her at the Bean in Chicago and make something together.

Categories
Life Lessons Science and Math

Nature Doesn’t Care What I Think

Screenshot

One of the coolest little things I own is a tippe top. I used to give them away as holiday gifts, small wooden ones so people could play with them, and my favorite is a steel one I have to be careful with because it will scratch up a nice surface. You spin it like any other top, round side down, stem in the air. After a second it starts to wobble, and then it climbs, and then it turns all the way over and ends up spinning on the stem with the heavy end on top. It looks like it’s spinning upside down. It’ll stay that way until it slows down and falls. Spinning, upside down is where it belongs. It looks wrong to me, but nature doesn’t care what I think. (Watch one do it.)

A toy is small enough to watch all the way through. Bigger things hide what they need, and we give them what we think they need instead. In 1910 a fire burned about three million acres across Idaho and Montana and killed dozens of people, and the Forest Service came out of it with a mission. By 1935 the rule was that every fire reported had to be out by ten o’clock the next morning, and it worked. For decades almost nothing burned, which is what everyone wanted. What the small fires had been doing was eating the fuel, so the needles and deadfall and young trees kept piling up until the understory was dense enough to carry a ground fire into the crowns. The agency gave up the ten o’clock rule in 1978, forty-three years after writing it. Everyone was sure that putting fires out faster would mean fewer fires, and being sure had nothing to do with it.

My son didn’t learn to walk, he learned to run. Right when he started moving we were in a kids store, and he went straight under the clothing racks, one rack to the next, with us chasing him to the back. A shoe store’s back room is enormous, far bigger than the part you see, because every shoe out front has every size of itself stacked up back there, which is why the salesman takes so long.

By the time he was old enough for the monkey bars he was doing silly things on them, trying to launch himself at the first rung from the edge of the platform instead of just reaching out. Another boy was watching him, and then the boy’s mother was talking the boy into trying it from farther back than my son ever had. I didn’t think he’d make it. He wasn’t going to get hurt, he was just going to drop into the wood chips short of the bar. She kept encouraging him. I asked her why she’d want her kid to be more crazy.

She said, “He doesn’t ever take risks, and I really want him to do that more.”

He jumped. Everything was fine, and I don’t remember if he made it. I can’t imagine that he did. My son romped around the playground all afternoon, jumping for the monkey bars, running up the stairs to the slide and sometimes up the slide itself, doing the things my kid always does. I was giving him what he needed, and she was giving hers what he needed, and before that moment, I was sure one of us was doing it wrong. There are still things I won’t let him do, and the list is shorter than it was, and it isn’t the same list she’d write.

Categories
Life Lessons

I Used to Envy the Wrong People

A couple of months ago I had dinner with Ilan, who runs a company worth about a billion dollars, and I came home from it feeling small. I kept wondering about what I’d done with my life.

Then we had two dinners last month that shouldn’t have had anything to do with each other.

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Judaism Life Lessons

What We Don’t Want to Believe

We drove Cousin Leon home from a bar mitzvah a few years ago. He’s eighty, he’s been at that shul longer than the rabbi, and he spent the ride expounding on the ways of the world from the back seat. He wanted to tell me about August Belmont. Belmont, he said, was a self-hating Jew. Made his fortune, raised his children Episcopalian, changed his name from Schönberg so nobody would know. He said it the way people say things they’ve known for sixty years.

I remembered this story when I was reading Dara Horn’s People Love Dead Jews. Let’s unpack that title. Horn’s argument is that the world enjoys appropriating Jewish suffering once it’s over and they can make it instructive, and has considerably less patience for Jews who are still around and have opinions, or politics, or a yarmulke. Dead Jews teach lessons about tolerance. Living Jews complicate them. In 2017 the Anne Frank House told a young Orthodox employee to cover his kippah with a museum baseball cap, and took four months of board deliberation to decide he could take it off. Horn wonders why it takes four months to let a Jew out of hiding.

Categories
Judaism

An Open Letter on Israel: Why Can’t They Just Get Along?

This post is longer than my usual posts, but it’s important.

Last month my Swedish friend asked me a question I’ve been hearing for some time. “Why can’t the Israelis and the Palestinians just get along? Swedes and Norwegians killed each other for centuries,” he said, “and today they get along fine.” I needed some time to give him a full answer, so I’m putting it here.

What I’d tell him is that Israel has made peace with its neighbors before, over and over. In 2020 the Abraham Accords normalized relations with the United Arab Emirates, Bahrain, and Morocco. Jordan signed a peace treaty in 1994. The big one was Egypt, which went to war with Israel in 1948, 1956, 1967, and 1973. In 1979 the two countries signed a peace treaty, and Israel gave back the entire Sinai Peninsula, which is bigger than Israel and has oil, forcing its own citizens out of their homes to do it. Egypt and Israel haven’t fought since. It’s a cold peace, but it’s peace.

Categories
Judaism Life Lessons

Yom Kippur Meditation: For the Sin of Running Away

Last week was Yom Kippur, the Jewish Day of Atonement. At the center of the day is when we confess our sins and try to make good in front of God.

The sin I kept coming back to this year is taking people for granted. I don’t spend enough time with my friends and family, and I don’t see them or call them enough. Someone crosses my mind, I realize how long it’s been, and I feel a small drop in my stomach. For years my move was to get rid of that feeling as fast as I could, either by promising myself I’d reach out soon or by feeling bad enough that the bad feeling counted as a kind of payment.

In the afternoon we read the Book of Jonah, which is about exactly that kind of running. God tells Jonah to go to Nineveh and warn the city to change its ways, and Jonah runs the other way, onto a ship headed for Tarshish. A storm comes up, the sailors throw him overboard, and a great fish swallows him. He spends three days in its belly, and then the fish spits him out onto dry land and the word of God comes to him a second time. There are three ways to read it that line up with three ways of thinking about sin and forgiveness.

Categories
Judaism

2 Jews, 3 Opinions, 11 People on Mute

A manager friend of mine was on a Zoom call with his team, walking them through the new project plan. When he got to the end he said, “This is just my opinion. What does everyone else think?” Crickets. A grid of faces, a few of them nodding, nobody unmuting. He waited. Then he moved on.

He told me about it afterward, and what struck me was how baffled he was. He asks his team for feedback constantly. He wants them to tell him he’s wrong. He wants an argument. What he gets is silence, or a nod, or “makes sense,” and he cannot understand why. He isn’t asking for politeness. He is asking for a fight, and nobody will give him one.

He’s an Orthodox Jew, and I think he’s running on an ideal he has probably never had to put into words, because it was in the water he grew up in. Jews don’t study alone. They study in pairs. The partner is called a chevruta, and the whole point of a chevruta is that they argue with you. There’s a practice called Daf Yomi where you read a page of Talmud a day, the same page every other person doing it is reading that day, and at 2,711 pages it takes seven and a half years to get to the end. A lot of people do it with a chevruta, which means signing up for seven and a half years of someone telling you you’re wrong.

Categories
Life Lessons

Sometimes There’s No Answer

In high school there was always an answer. It sat in the back of the textbook or in a folder on the teacher’s desk. Knowing it was there shaped how I thought. Every question had an answer. If two people disagreed, one of them just hadn’t found it yet. My job was to be the one who found it first.

This is the way I thought when I entered Yale in the fall of 1995.

Categories
Life Lessons

Ultracrepidarian: Let the Cobbler Not Judge Above the Sandal

I love weird words, especially the ones with strange histories.

This one comes from Ancient Greece. Pliny the Elder, the Roman writer who later died getting too close to Vesuvius, tells a story about Apelles, the most famous painter of his day, who liked to hide behind his paintings while they were on display and listen to what people said about them. A shoemaker walked by and pointed out that a sandal in one of the pictures had the wrong number of straps, and Apelles fixed it. The next day the shoemaker came back and started in on the leg. Apelles told him, from behind the painting, that a cobbler shouldn’t judge above the sandal.

The line became the maxim ne sutor ultra crepidam. Eighteen hundred years later, William Hazlitt wrote an open letter to William Gifford, the editor of the Quarterly Review, and called him an ultra-crepidarian critic. Gifford had been apprenticed to a shoemaker as a boy. This was Hazlitt using his knowledge of Latin to insult Gifford as just a shoemaker’s apprentice.

I know what it feels like to do this. In high school my hand went up before the question was finished. My reasoning was that either I knew the answer or nobody else did, so I may as well take the chance, because I might be right. I never thought about the rest of the class, that they might know it too, or that one of them might have an answer I didn’t.

I had opinions about foreign policy and the national debt, and I’d tell anyone who cared to listen and many who didn’t, even though I knew nothing about them.

I was the smart kid. I was the one with the answers. Even if I knew nothing about the topic.

I got to Yale and found out how much I didn’t know. In high school I’d always been the best in math. In college it was different. My uncle, who’d been a math major at the University at Albany, told me once that he was good at math until all the numbers went away, and I took it as a joke. It wasn’t a joke. In college there are classes like real analysis, complex analysis, and abstract algebra that don’t have numbers in them, and the people who could do them were so much better at math than I was.

Serge Lang taught analysis. He was one of the top professors in the department, a member of the National Academy of Sciences, and he’d written the textbooks these subjects were taught out of, more than forty books in all. His courses were understood to be incomprehensible to everyone but the true math people, and he was, by all accounts, very good at teaching them.

He also kept files. A friend of mine worked on them. I never knew what was in those files. I knew that she’d go, and that they worked hard, and that among the math people it was a prestigious thing to have been asked.

The file I knew about was from 1986. Lang had mounted what the Times called a one-man challenge to keep Samuel Huntington, the Harvard political scientist, out of the National Academy, on the grounds that Huntington dressed political opinions in equations. Lang called it pseudoscience, a language that gave “the illusion of science without any of its substance.” Huntington said the equations were shorthand. It didn’t matter. He was voted down twice, the second time on the floor in front of five hundred members.

All of this looked a little bit funky to me, but he’d written the books and won the prizes, and my friend was in the room, and I assumed a man that smart must be onto something.

A few years after I left, I was reading about Linus Pauling on the internet. My grandparents were always sucking on vitamin C drops, in the winter or whenever anybody had a cold, because of Linus Pauling.

He’d won the Nobel Prize in Chemistry in 1954 and the Nobel Peace Prize in 1962, the only person ever to win two on his own. In 1970 he published a book saying that large doses of vitamin C would prevent colds. Later he said it would treat cancer. The science didn’t back him up. Reading it as an adult, what he was proposing was a crackpot theory. Two Nobel Prizes, and the thing my family knew him for was wrong.

Lang seems to have done something similar. In the last twelve years of his life he’d decided that HIV hadn’t been proven to cause AIDS. He published articles saying so in Yale Scientific in 1994 and 1995, which means he was already writing them while my friend worked on the files. He protested Yale’s hiring of AIDS researchers and wrote letters to the administration about the university’s role in what he saw as a conspiracy. He died in 2005 still believing it.

Pauling and Lang weren’t stupid and they weren’t lying. They kept opining on topics well past where their knowledge ended. A chemist knows where chemistry stops. A man who’s been told for fifty years that he’s the smartest person in every room doesn’t have a stopping place, because being smart was never about any one thing. That was the identity I’d built too. Not a chemist, not a mathematician, just smart, and smart doesn’t come with a sandal.

It’s been a long time since I was the kid who put his hand up every time. Now I’ve learned that I can get more from listening to someone than from talking, because I already know everything I’m going to say. The other person is the only one in the room I might learn something from.

One of the most interesting ways I’ve approached this is in a group when they ask for questions. My first instinct is to raise my hand and ask something I want to know. What I try now is to ask a question I have that I also think most of the room wants answered.

Appendix

Here’s a weird appendix I just had to add. In Das Kapital, Karl Marx says:

“Ne sutor ultra crepidam.” This nec plus ultra of handicraft wisdom became sheer nonsense, from the moment the watchmaker Watt invented the steam engine, the barber Arkwright the throstle, and the working jeweler Fulton the steamship.

Kark Marx, Das Kapital

To explain this a bit, Marx is saying, “In our time, we don’t need to stay in our lane anymore. Look at the people who did great things out of their lane.” Watt trained as an instrument maker (though Marx called him a watchmaker), and was fixing a broken model steam engine for a university when he redesigned it and made it useful. Arkwright was a barber and wigmaker who built the throstle or water frame, the machine that mechanized spinning and made him one of the richest men in England. Fulton apprenticed to a jeweler as a teenager, painting miniature portraits for lockets, before he ever touched a steam engine, and he’s the one who made the commercial steamboat work.