All Watched Over by Machines of Loving Grace
From 1967:
I like to think (and
the sooner the better!)
of a cybernetic meadow
where mammals and computers
live together in mutually
programming harmony
like pure water
touching clear sky.I like to think
(right now, please!)
of a cybernetic forest
filled with pines and electronics
where deer stroll peacefully
past computers
as if they were flowers
with spinning blossoms.I like to think
(it has to be!)
of a cybernetic ecology
where we are free of our labors
and joined back to nature,
returned to our mammal
brothers and sisters,
and all watched over
by machines of loving grace.
Cool tools
A few new tools I’ve been loving recently. A bit heavy on the Chrome extensions, but they seem to work well together without issue.
- Raycast – I went hunting for a faster replacement to Spotlight (besides being sluggish, it never seems to match the search term to the thing I want). I found this via @mikekarnj‘s newsletter and I am loving it so far. Extensible via scripts and extensions, and super fast too. I can’t believe it’s free (before I found this one, I went looking for open-source versions).
- Rectangle – A free, open-source window manager to replace my old one.
- Tweaks for Twitter – A Chrome extension that gives you a cleaner Twitter web view.
- Simplify – A Chrome extension (worth paying for, if you ask me) that gives you a cleaner, faster Gmail. Designed by @leggett who worked on Google Inbox.
- Vimium – A Chrome extension that bring vim keybindings to the browser so you can do things like search and jump to links without your hands leaving the keyboard.
See previous cool tools from 2019 and 2018, some of which I’ve since replaced with better versions (e.g., Rectangle remembers your placements on multiple displays and also has backward-support for Spectacle, which I was using previously).
Books 2020-2023
In honor of Matt’s 40th birthday, and per his request, I’m giving him a blog post as a gift.––And I’m blogging again for the first time in a while! I liked his idea a few weeks ago to publish all his favorite books from the past few years. I, too, neglected to publish yearly book lists these last four years so, here goes. (Absolute favorites have an asterisk * next to them).
2020 & 2021 (I can’t remember now which ones were which years)
- The Road* – Cormac McCarthy – how funny I started January 2020 with this book first
- The White Darkness* – David Grann
- A Man for All Markets – Edward Thorp
- Killers of the Flower Moon* – David Grann
- The Ride of a Lifetime – Robert Iger
- The Uninhabitable Earth – David Wallace-Wells
- Bitter Brew – William Knoedelseder
- Measure What Matters – John Doerr
- The Coddling of the American Mind* – Jonathan Haidt
- Hackers – Steven Levy
- The Brain Fog Fix – Mike Dow
- The Great Influenza* – John M. Barry
- Chaos Monkeys – Antonio García Martínez
- Smarter Faster Better – Charles Duhigg
- Brunelleschi’s Dome* – Ross King
- The Innocent Man* – John Grisham
- The First Tycoon* – T.J. Stiles
- The Square and the Tower – Niall Ferguson
- The Revenge of Analog – David Sax
- The Year Without Pants – Scott Berkun
- The Overstory* – Richard Powers
- How We Got to Now – Steven Johnson
- What I Talk About When I Talk About Running* – Haruki Murakami
- The (Mis)Behavior of Markets – Benoit B. Mandelbrot
- Make Your Bed – William H. McRaven
- The Plaza* – Julie Satow
- The Idea Factory* – Jon Gertner
- The Inevitable – Kevin Kelly
- Empire of Pain* – Patrick Radden Keefe
- Valley of Genius* – Adam Fischer – loved the first-hand storytelling feel
- Red Notice – Bill Browder
- Billion Dollar Whale – Tom Wright
- Radical Candor – Kim Malone Scott
- Black Edge – Sheelah Kolhatkar
- On Writing* – Stephen King
- The Space Barons – Christian Davenport
- Outline – Rachel Cusk
- Calypso – David Sedaris
- Travels with Charley* – John Steinbeck – one of the two reasons why our camper van is called “Rocinante”
- A Random Walk Down Wall Street – Burton G. Malkiel
- It Starts with the Egg – Rebecca Fett
- Thinking in Bets – Annie Duke
- The Library Book – Susan Orlean
- The Devil in the White City* – Erik Larson
- Cribsheet – Emily Oster
- Circe* – Madeline Miller – just an excellent retelling; I always recommend this one
- Born Standing Up – Steve Martin
- Say Nothing* – Patrick Radden Keefe – like a Grann or Remnick, I think I would pick up and read any of his works
- The Fire Next Time* – James Baldwin
- The Fragile Earth* – David Remnick
- No One Is Talking About This – Patricia Lockwood
- How to Avoid a Climate Disaster – Bill Gates
- Working in Public – Nadia Eghbal
- Blood and Oil – Bradley Hope
- No Rules Rules – Reed Hastings
- Is This Anything? – Jerry Seinfeld
- The Psychology of Money – Morgan Housel
- The Snowball* – Alice Schroeder
- Great Society* – Amity Shlaes
- No-Drama Discipline – Daniel Siegel
- The Year of Magical Thinking* – Joan Didion
- Fear and Loathing in Las Vegas* – Hunter S. Thompson
- Driven – Alex Davies
- Empire* – Donald L. Bartlett
- Skunk Works* – Ben R. Rich
- In the Garden of Beasts – Erik Larson
- Leonardo da Vinci – Walter Isaacson
2022
- The Doors of Perception* – Aldous Huxley
- Nausea* – Jean-Paul Sartre
- The Spy and the Traitor* – Ben Macintyre
- Born to Run – Christopher McDougall
- Zen and the Art of Motorcycle Maintenance – Robert M. Pirsig
- Men Explain Things to Me* – Rebecca Solnit
- What If? – Randall Monroe
- 1776 – David McCullough
- Snow Crash* – Neal Stephenson
- Genghis Khan and the Making of the Modern World – Jack Weatherford
- Greenlights – Matthew McConaughey
- Catch and Kill – Ronan Farrow
- Ender’s Game – Orson Scott Card
- Between the World and Me* – Ta-Nehisi Coates
- The Code Breaker – Walter Isaacson
- Norse Mythology* – Neil Gaiman
- Waiting for Godot* – Samuel Beckett
- Why We Sleep* – Matthew Walker
- How To Talk So Little Kids Will Listen – Joanna Faber
2023
- The Second Mountain – David Brooks
- Eat the Buddha* – Barbara Demick
- Rise and Kill First* – Ronen Bergman
- Other Minds* – Peter Godfrey Smith
- Cannery Row* – John Steinbeck
- Barbarian Days: A Surfing Life* – William Finnegan
- American Prometheus* – Kai Bird
- Season of the Witch* – David Talbot
- Burn Rate – Andy Dunn
- Orange Sunshine* – Nicholas Schou
- The Electric Kool-Aid Acid Test* – Tom Wolfe
- Hell’s Angels* – Hunter S. Thompson
- The Billionaire Raj* – James Crabtree
- SPQR – Mary Bears
- Don Quixote* – Miguel de Cervantes Saavedra
- Going Infinite – Michael Lewis
- The Bond King – Mary Childs
- The Wager* – David Grann
- Like a Rolling Stone – Jann Wenner
- Cult Classic* – Sloane Crosley
- The Guest – Emma Cline
- Normal Family* – Chrysta Bilton
- Your Table Is Ready – Michael Cecchi-Azzolina
- Electrify – Saul Griffith
- The Ministry for the Future* – Kim Stanley Robinson
- Outlive* – Peter Attia
- Slouching Towards Bethlehem* – Joan Didion
- Let Me Tell You What I Mean* – Joan Didion
- Nothing to Envy – Barbara Demick
- Tomorrow, and Tomorrow, and Tomorrow – Gabrielle Zevin
Until next year!
Thirty-nine
Today, I turned thirty-nine.
I celebrated the day with my most favorite people in the world: my wife, my son, and my dog – my “quaranteam” with whom I’ve spent nearly every moment of the past year.
This year was unique not only because of the pandemic, but also because it was a year that I took off from work. It just so happened that my wife did the same. Our decisions to do so were made pre-pandemic and exclusive of each other’s, but the timing was extremely fortuitous for us both.
We’ve lived a lifetime in this past year – time moves differently in lockdown, yeah, but we’ve also been lucky to cram in so much as a family: we “closed up shop” in New York, we quarantined in the Catskills, we drove across the country for the first time (albeit in record time with as few touch points as possible), and we posted up in Southern California. The time away from work allowed us to be present with one another and with our son. I think Miles (our dog) would agree that our bond is stronger than ever.
I don’t know what this next year has in store – none of us do anymore. But, in the meantime, I’m going to continue to pack in as much as I can before my thirties are up.
A New New Thing
It was an early December morning and I had just dropped my wife and son off at JFK. As I watched them pass through the security line, I had a small sense of freedom for the first time in the year since Crosby was born. I decided I would visit the new TWA Hotel and sat alone for breakfast at the bar while finishing the last few pages of Michael Lewis’ The New New Thing. I then decided I wanted a new new thing.
The name of the book itself is enough to inspire one to seek something new, but it was the story of Jim Clark’s lifelong pursuit of innovation that helped light a new fire. His obsessive nature of creating, tweaking, tinkering, both on personal and professional projects is something I’ve always seen in myself – a restless desire to innovate, create, push new ideas forward.
So, I am branching out on my own to start something new.
It’s a hard decision to leave the perfect role in a great company at Expa. When Garrett and I met up six years ago, we sought to create a different kind of startup studio, one that would be the best place for entrepreneurs to bring ideas to life. Now with our six Partners, I’m proud to say that we have accomplished that. We’ve had the honor to work with almost forty teams so far, and nearly 300 colleagues across all of our businesses. I have been more directly involved in helping to build a few of these including Current, Kit, Drip, Reserve, and Input.
Being a Partner at Expa has allowed me to live in all worlds of our industry: to be a founder, CEO, investor, board member, advisor, designer, coder, and educator. I am interested in and take great joy in this breadth of roles. I’ve always sought to be a kind of Renaissance man, a polymath, as one used to be called. But I am an engineer at heart and by training, and the role of the entrepreneur is always where I’ve felt most at home.
Though I am leaving Expa as a Partner, I will continue to be a part of the Expa network, helping our various teams and remaining on the board of Current. Thank you to my partners Garrett, Roberto, Vitor, Hooman, Milun and the rest of the Expa crew for an amazing six years and for supporting my next steps.
But now on to my new new thing. Though it is yet undefined, I would like to eventually start another great company, and will be tweaking and tinkering on personal and professional projects until I get there. While I explore new ideas, I’ll be hanging out at various friends’ offices in the city. And, to honor my wife’s long-term desire to return to LA, I’ll be spending a little time out West to see what might come up.
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Thirty-eight

Every year that goes by seems to be not only moving faster than the one before it, but packed with larger and larger milestones: meeting Diana, adopting our pup Miles, marriage, house moves, career wins, career losses, sometimes a couple of those things thrown into the same year. (And, in the case of marriage, we threw three weddings in the same year, because why not celebrate ourselves a little?)
This past year, keeping with the accelerating slope, has been the most action-packed yet. It was the one where I learned to become a dad. Me, teaching him all the things I know about the world. Him, showing me what it’s like to learn about life for the first time––a beginner’s mind in its purest form. Me, learning to up my dad joke game. (Truly, having a child is the sign of a groan man.) Him, testing his boundaries and exploring what he’s capable of, and oftentimes, making us laugh out loud in the process.
At last year’s birthday, I was too caught up in the thick of taking care of a newborn to think about what it means to be a dad. At this time last year, I spent most days with Crosby napping on my chest, dreaming of all the activities that I would do with him. This year, I’m doing a lot of those same things dreamt because he’s older, walking, and eager to discover the world around him.
With my wife having more free time away from work for the first time in a long time, and Crosby beginning to really interact with his surroundings, I think this year will mean more time exploring New York and seeing the world around us anew. One cold winter morning, as we were strolling the west side of Manhattan with newly-arrived Baby, my wife (who, let it be known, has long been seeking warmer climes than our brutal New York Januarys) said: “This will mean we’ll get to explore New York all over again.” So, knowing we will move at some point to who-knows-where as our family grows, let’s start with what’s there now in front of us: let’s explore New York all over again.
This past year has been spent trying to figure out how to stop chasing things endlessly – in work, in accolades, in likes, in what others have that I also want but that maybe I can’t quite explain why I want. To be confident in knowing that whatever comes, will come. Some of it was spent thinking “Well, now that we have all this family and kid stuff to work out, we won’t have time for anything else”. Now that we’re chasing Baby, how will we have time to chase anything else? And why, when all Baby wants and needs is us, do we want, or need to chase anything else? But in the past year I’ve learned to view all that time away from the “other chase” as a superpower of sorts. After Baby, I feel I know more now about life and other things I wouldn’t otherwise have. There’s some feeling like I’ve always known these things, but now I know these things. I seek closer, fewer, more meaningful friendships. I seek out books and places that I didn’t before, that give me experience and meaning without wasting time that I could otherwise be spending with family. I’m more mature now. I think of ideas and life differently now. I’d like to think I’ve always treated everyone as I would like to be treated, but I think I’m even nicer to everyone now, especially when I see other parents. A silent “Baby on Board” network no matter where we go.
This past year, I chose to spend most of my time with Crosby and Diana. You won’t get this time back. Time only goes one way.
At thirty-eight, I’m not just thinking of what I’ve done (or not done) in thirty-eight years, but what life will be like when Crosby is thirty-eight. And that, like my own life and my own thirty-eight years, it will all move just too fast. We won’t get this time back. It only goes one way.
This coming year, instead of just measuring age and accolades, I plan to use a different sort of measurement for my life. One that encompasses family, happiness, health, and success alike. I’m reminded of Clayton Christensen’s, How will you measure your life?
In pondering that question, I realized that my success lies not in just what I will achieve in my lifetime, but what my son will achieve in his.
Super wicked stories about a warming planet
After seeing a few people recommend it at year-end, I read The Uninhabitable Earth this weekend. Beyond wanting to learn about the things I didn’t know about carbon emissions and the feedback loop, I was seeking a better way to understand the state of the world we’re in today, and what we can still do about it. (Hint: beyond just acting now, because every day or year that goes by it becomes a bigger problem for us to solve, it’s to elect better politicians and to build more-efficient carbon capture plants and nuclear power plants and move us off of fossil fuels).
One can barely put the book down, because besides feeling a bit of panic as you read it, you think, “why isn’t this constantly in the back of everyone’s minds all the time?” Is it that I’m thinking more about it because of Baby and because I wonder what world we’re leaving for him between now and the 2100s? Is it because there isn’t a clear thing one single individual can do or even know what to do? I’m reminded of a Simpsons episode, where Homer and Marge are having an argument about something which he can clearly solve, but he just asks “What can I do? I’m only one man.”
Above all, one particular part stood out to me most: why is it so hard to tell the story of climate change?
Others call it “cli-fi”: genre fiction sounding environmental alarm, didactic adventure stories, often preachy in their politics. Ghosh has something else in mind: the great climate novel. “Consider, for example, the stories that congeal around questions like, ‘Where were you when the Berlin Wall fell?’ or ‘Where were you on 9/11?’ ” he writes. “Will it ever be possible to ask, in the same vein, ‘Where were you at 400 ppm?’ or ‘Where were you when the Larsen B ice shelf broke up?’ ”
His answer: Probably not, because the dilemmas and dramas of climate change are simply incompatible with the kinds of stories we tell ourselves about ourselves, especially in conventional novels, which tend to end with uplift and hope and to emphasize the journey of an individual conscience rather than the miasma of social fate. This is a narrow definition of the novel, but almost everything about our broader narrative culture suggests that climate change is a major mismatch of a subject for all the tools we have at hand. Ghosh’s question applies even to comic-book movies that might theoretically illustrate global warming: Who would the heroes be? And what would they be doing? The puzzle probably helps explain why so many pop entertainments that do try to tackle climate change, from The Day After Tomorrow on, are so corny and pedantic: collective action is, dramatically, a snore.
The problem is even more acute in gaming, which is poised to join or even supplant novels and movies and television, and which is built, as a narrative genre, even more obsessively around the imperatives of the protagonist—i.e., you. It also promises at least a simulation of agency. That could grow more comforting in the coming years, assuming we continue to proceed, zombie-like ourselves, down a path to ruin. Already, the world’s most popular game, Fortnite, invites players into a competition for scarce resources during an extreme weather event—as though you yourself might conquer and totally resolve the issue.
As Harari wrote, telling stories and believing in myths are what gave us a lot of the social constructs we have now. It is one of the things that not only separated us from the animals, but also brought us closer together as humans and achieved large-scale human cooperation – from tribes to farming to churches to cities. Sure, we have disaster movies, and books like The Uninhabitable Earth and leaders like Al Gore making it easier for all to understand. But all of those just seem…so far away…there’s always bad stuff going on in the world, and there always has been. Not only do they seem like, “What can I do? I’m only one man”, but there’s no way to wrap the story around one’s head. There are no heroes, there are no clear villains, there is no “we will randomly discover some pathogens that will destroy the attacking Martians immediately”.
Telling this story requires a different way to tell a story – beyond just your usual structures like the hero’s journey. As Wallace-Wells writes, we need an alternative: many problems we face now aren’t just one person’s problems where they go out into the world, selfishly solve it for themselves and come back home victorious. Most big problems are hard to define and hard to tell stories about. Global climate change, in particular, is known as a super wicked problem. We just may need some super wicked stories.
AirPods Pro
I got a pair of AirPods Pro as a holiday gift. Unlike previous versions, these have been the first ones to properly fit my ears, especially given the old ones were hard shell only. So, these are the first pair of Apple AirPods I’ve ever owned!
The call quality and noise cancellation are great. I hardly ever have to worry whether the person on the other end can hear me. And, on the go, working in various spaces these days, it’s far better to carry one pair of headphones that can swap seamlessly between iPhone and MacBook. (The Jabras only work on your phone, and not on your computer for some reason).
I still use my Jabra Elite Sport when I walk the dog, because even though the AirPods fit better, I still don’t trust them to stay in during the fast walks we do. The Elite Sport is made for exercise and running and they stay in no matter how much you’re moving around or how much you sweat (probably within reason). I find the Jabras are also better when used in a single ear – the noise cancellation on them when in one-ear mode is just that much better. I prefer to walk the streets of the city like this, as opposed to completely oblivious, because it’s easier to keep your dog and yourself safer that way. Depending on what you do, where you might use them, whether you listen to music while you workout, I would still highly recommend the Jabras to others.
One thing I’ve been wondering: will one ever be able to get custom silicone tips for the AirPods that are form-fit to your ears so that they fit even better than the standard S/M/L tips? For instance, I’m fairly sure my right is shaped differently than the left, because the right always keeps falling out. Given that you can swap the soft tips, it only makes sense that there exists some small market for custom in-ears. There is a custom attach point – see the iFixit teardown of the AirPods Pro – so not trivial for just about anyone to make replacements here, but if there ever was a custom option, I’d be first to get them.
2019 in numbers

In 2019, I took 3,103,476 steps, went to 34 cities and 657 places, 253 of which were new spots, flew 16 times for 32,349 miles, read 17 books, found 281 articles worth sharing.


