I kept on waiting for a series of questions that acted as springboards for long responses from Kelly that included him talking about the value of an approach to work that he calls "flounder mode" but they never came; the only appearance of "flounder" is in the title. It's an extended intro to an interview that never actually comes. You talked with Kelly all day and hooray, great for you meeting one of your idols! But you barely tell us a single thing he said.
Even though the language is very simple, the writing is quite convoluted.
I realise in reading this, that I never wrote after the fact to say thanks for that: so, thanks, KK, for everything.
(Alternative comment: I think oblomovka's down).
(For real dannyobrien completists, I also write small more regular email newsletter at https://buttondown.com/dannyob of my work within the Filecoin Extended Cinematic Universe (which includes IPFS, libp2p, iroh, Bluesky, Spritely Institute, Guardian Project, Internet Archive, Prelinger Archive, DWeb Community, Foresight Institute, EFF, Muckrock, etc see https://ffdweb.org/projects , https://fil.org/ecosystem-explorer , https://directory.plnetwork.io/projects?focusAreas=Digital+H... ). It's pretty lowkey though.
> oblomovka runs off a machine on my desk, which tends to crash whenever I walk out of my house
Your essay on moving to the edge when everyone else is moving to the centre had a big effect on me at the time. I think it was prescient.
The tech sector has grown and changed so much. It has gotten much more "professional" which is arguably good but it this in turn promotes a fair amount of "corporate stooge" behavior. I am guilty here for sure, it is really easy to focus on levels, promo packets, OKRs, especially as you age and responsibility grows and forget what make this industry amazing in the first place.
Good reminder to focus on direction and interests and what you feel should be built. Reminds be a bit of the opening section of "The Art of Doing Science and Engineering" which I only came across because I liked other Stripe press books.
You also meet more interesting and passionate people if you pick a direction vs a destination.
You describe a way of living that is probably much more common than the ramen scurvy CEO lifestyle, but it doesn't get written about because people want to read about financial success and winning at zero sum games.
The typical "success" archetype is often at the peak of some hierarchy (e.g. CEO) where the vast majority in the game literally cannot occupy the top positions. So in those situations most participants are losers. Sounds like you found a way to quietly opt out of that framing of success e.g. in your time at Stripe.
Thank you for normalizing shiny object syndrome floundering!
Why did you want to start Stripe Press in the first place? How did you get the support to do it?
In psychology there’s a concept called splitting, or dichotomous thinking, where a person only thinks of things in concepts of their extremes. Either the most extreme good outcome, or the most extreme bad outcome. They might see people or public figures as either amazing or evil. The Wikipedia page has a primer on it: https://en.m.wikipedia.org/wiki/Splitting_(psychology) But you don’t need a Wikipedia article or psychology concepts to realize that there are more outcomes than extreme success or increasing poverty.
I’m fascinated by how these concepts that were once relegated to psychology and therapy have started to become commonplace among young people on the internet. They’re not seen as failure modes in thinking, but rather an obvious conclusion from whatever they’ve been consuming so much of online.
The comment above is a prime example. Even the obsession over “food derived from vegetable oils and chemically bleached wheat” is a confusing conclusion for me, someone who has had no problem avoiding wheat products and eating healthy on a budget with even minimal effort. The food topic is particularly strange because it’s not that hard to learn basic cooking skills, buy cheap vegetable, and cook quick and easy meals. Yet I continue talking to young people who simultaneously fret about food quality while filling their diets with nothing but processed and fast foods, many of which are more expensive than cooking basic fast meals.
I don’t know what else to say, other than the above style of thinking is, in my experience, indicative of what happens when someone collects too much perspective from the internet and not enough from the real world. Given the context of this comment section, I can only recommend trying to reevaluate, disconnect from the internet a little more, and make an effort to reconnect with the real world
The alternative is to choose to be very good at what you do, which has a good chance of success if you try hard at something you care about.
Something about the increased social stratification of our times, which also has to do with increased transportation and communication.
Might also depend on your locale. Plumber in Germany might be better than SWE in Texas.
We may not necessarily disagree with any of each other's points, but lack of mutual context and having different lived experience makes our words have different meaning.
You don’t have to be faster than the bear, just faster than the other people the bear is chasing.
The bar is so low in corporate America you could trip on it.
Just try to be halfway competent, do something useful at work, read a book or two about your industry. You’re already way ahead.
Don’t fall for the hacker news bs.
Lots of millionaires out here that never had a successful startup.
If the bar is that low, then the environment is sure to be like the first place I described.
Basically if you pursue your interest half heartedly or without the rigor and discipline that you would under pressure of work, you would probably never do anything interesting with your interests. But if you held yourself to the same standard of excellence in your interests that you do in work, then your interests will take on a quality that allows it to stand on its own.
It was only about two years ago that I was obsessed with the idea of starting my own ambitious startup and “conquering the world”, but I’m now moreso considering the idea that I can have a significant positive impact on the world through building and contributing to software in a more “pro-bono” way.
As kk said in the article:
> “I think one of the least interesting reasons to be interested in something is money,”
I think finding self-motivation in life is important, particularly for entrepreneurs, but there are many sources.
I've never thought the SV / San Fran scene was particularly religious. I'd have guessed religion was under-represented there compared to the rest of the US.
That is, if you took someone who's an atheist, would making them religious (left as an exercise to the reader) make them measurably more successful? Or is it that people who already have supportive families tend to come from religious families, and tend to inherit their parents' religion?
Reminds me a lot of Ryan Norbauer's writings (https://ryan.norbauer.com/journal/the-outsider-option-why-i-...) on why he sold half his company and the satisfaction he got from being able to focus on doing the work that he considered fun.
I hope to engage my interests and hobbies in this way, super thankful that I have the opportunity to try.
I particularly like feeling like you need permission to show optimism and enthusiasm about your work.
I also particularly like this bit:
“Greatness is overrated,” he said, and I perked up. “It’s a form of extremism, and it comes with extreme vices that I have no interest in. Steve Jobs was a jerk. Bob Dylan is a jerk.”
...but mostly out of a sense of confirmation bias. It's nice to know that there are smart, accomplished people out there who share my view that Steve Jobs and Bob Dylan are jerks.
One thing this helped crystallize for me, in my position as a nascent team leader, is the position that: "If something about your daily work sucks, let's talk about it. That's the first step to seeing if we can fix it."
This seems like - not a panacea? But a solid strategy to help uncover many problems in an organization.
Enjoyed the read. Thanks for posting.
Beautiful read.
- having just endured time in a startup that was all about PMF, metrics and the 'growth flywheel', that pushed aside human intuition and creativity in place of 'winning'. It's indeed such a waste of humanity that the Reid hoffman's and Bezos's of the world can push inhuman cultural tropes of "winning" over our humanity. Just who is winning, the board, the VCs certainly not the person who loses his soul? On top of that, in today's world AI Slop and social media and lunatic linkedin influencers pushing those same memes hyped to eleven by AI tools, relentlessly on young founders and engineers via push notifications. day and night -what message do we deliver to ourselves?.
Amazon for all its technical chops and innovation and LinkedIn are anti-patterns in that regard. Do not follow.
Also, its too bad that silicon valley is so ageist that the lessons and wisdom of the older generation tend to get forgotten or cast aside-wish that we could at least take advantage of capitalism in our culture instead of it taking advantage of us
When we lose the pleasure of finding things out, going with our passions and intution and lose our love of creativity and invention, curiosity, patience and empathy we loose who we are as a human in society
Our economics has created a collective belief that if you aren't trying to be the best at playing the game, then you will be left behind in poverty. Mediocrity is shunned in Silicon Valley, and the rise of social media has only inflated that idea. We're increasingly checking our humanity at the door so we can be great, and sacrifice ourselves at the altar of capitalism. For what? So we can look ourselves in the mirror and believe we are one of the special chosen ones?