when I was a teenager, the dominant criticism my closest friends had of me was that I was too arrogant, and they were right. I was too caustic, abrasive, eager to nitpick, quick to criticize, and I was way too certain of myself. I spent my entire 20s trying to correct for this

the social niceties stuff were relatively trivial for me to address. learning to be gracious, patient, I could manage all of that. But "too certain of oneself" goes order of magnitudes deeper. It goes into philosophical territory about risk, certainty, the nature of knowledge
I very seriously experimented with beliefs like "almost everything I know is wrong to a degree I do not understand", "my mental models are contaminated beyond repair", "I have been indoctrinated and need to be deradicalized", I subjected myself and my mind to radical rewrites
Over 8+ years I wrote over 800,000 words of introspective journaling, investigating my own mind, investigating the investigator. I read & talked to thousands of people from around the world to seek out different ways of thinking, seeing, being, believing, knowing, understanding
I tried to think of myself as a robot that needed debugging. I actually made substantial progress with that

I tried to think of myself as a garden that needed tending. I made substantial progress with that

I tried not to think of myself at all, and I transcended progress itself
I experimented with trying really hard, and I experimented with not trying at all

I experimented with scheduling and calendaring my life, and I experimented with throwing everything to the wind

I questioned everything several times over, and I questioned nothing
And... at the end of it all... in the middle of it all... I attained a level of calm clarity that, ironically, gave me even more of an aura of "certain of himself" than ever before

I know how it looks, I know how it sounds

but my priority is to live and speak honestly
it's not that I don't make mistakes
it's not that I don't get things wrong

I do

but I am like a musician who's skilled at improvising – I recover from my mistakes gracefully, I work them into my playing

what troubles some people is that I am insufficiently self-deprecating
and I am not a "natural" at this – this skill is something I've picked up from a 15+ years of practice and study, the way a skilled musician would

and I talk about it openly because when I was a kid I wished someone would tell me this stuff, and nobody did, not quite
I can return now to my friends' original criticism and discern what they were trying to say, that they couldn't quite articulate properly. there are many different latent messages encoded in a statement like "you are too certain of yourself"
1. your frames are too rigid → this is something you can fix by learning to be more flexible with your frames

2. you are too confident → this conflates bluster and bravado (bad) with the casual, sleepy ease of having deep knowledge

https://t.co/L3uYqiJzFA
I have rebuilt myself from scratch in the absolute wilderness, in total isolation, in the dark night of the soul

twice

having done it before, I know I can do it again

the result is a kind of fearlessness that attracts some people and repels others

¯\_(ツ)_/¯
recent meditation has made me realize that I have been trying to mask this, trying to suppress this, to be polite. to be civil. to not be arrogant. to not intimidate and scare people.

but this is dishonest of me, and I want to live an honest life

https://t.co/5H9H62Afwl
btw, here are some of the things that my friends were telling me I was cocky and arrogant about:

1. that I was going to marry my first girlfriend (I did)
2. that I was going to build an international audience (I did)
3. that I was going to make a decent living without going to university (I do)
4. that university professors would want to hang out with me, an autodidact (they do)
5. that I was going to be hired for somebody who respected my idiosyncrasies, without a resume (I was)
6. that I would have a successful business and be invited to speak/lecture at universities (done that)
7. that my band would play at the esplanade powerhouse stage, despite not being great musicians (we did)
8. that I would be the #1 search result for my first name (pretty much?)
9. that I would write and publish books that hundreds of people would want to buy and read (yep)

I could go on.

Looking back, I think the right frame is: they witnessed me disregard their internalized shared limiting beliefs, and saw this as a status violation on my part
looking back, I'm not sad that they were wrong about me

I'm sad that I allowed them being wrong about me to let me be wrong about myself

I definitely allowed their thinking to contaminate mine

hanging out with unambitious people definitely dimmed my own ambition

never again
also, they never admitted to being unambitious – a thing that I might've been angry/mad about a few years ago, but now kinda chuckle about. it's absolutely fine to be unambitious. you can live a good, simple, worthwhile life.

the worst thing here is the *pretense* of ambition.
people who *pretend* to be ambitious waste the valuable time and energy of actually-ambitious people, sucking them into their sitcoms and distracting them from the actual adventures they ought to be going on

https://t.co/JFXNGWhMez
but, yknow. people gonna people. there's no sense in getting mad about it. the thing is to focus on finding the people who get you. https://t.co/oKn7C21lVv
I am not looking for people to affirm me, tell me I am so great, agree with everything I say, etc. I don't want that. I don't want fanboys or haters (who are fans too). I'm looking for other creative, ambitious, playful people to play with, folks who prioritize doing cool things
I am here to find the others. Part of doing this means volunteering to be hyper-visible, which means being vulnerable to attack. I debated with myself internally, extensively, for years. I didn't feel worthy, and simultaneously, I was afraid

https://t.co/NMS7nWz07e
but when I see the friendships that people forge with each other in my mentions, I realize it is the right thing to do.

I would honestly kinda prefer it if there were someone else I trusted to take the lead... but nobody sees things quite the way I do.
a cheesy-yet-true answer is "I think of the children". I think of the curious kids who are miserable, stuck in shitty social graphs, who could do wonderful things if someone just showed them how. I was one of them; I am being who I wished I had in my life

https://t.co/mKj6ygOWVq

More from visa is damp and cold 🌧

There is an art to replying and commenting, and probably like 60-70% of people I’ve seen on the internet fail at it. The important thing is not to speak your mind, but to “support” the OP. You can support them by disagreeing well & you can “mis-support” them by agreeing stupidly

Every “utterance” (status, tweet, whatever) is a bit of an invitation, a bit of a proposal. “Let’s play this game”. When strangers read the proposal accurately, and support the game, a shared understanding develops. You can make friends this way.

Some people deliberately choose to ignore, misread, disregard or denounce other people’s bids. Others are outright clueless and don’t know how to play, and sometimes cluelessness leads to worse bungling than deliberate malice (JJ’s razor)


I was a lot more belligerent and disagreeable when I was younger, in part because I simplistically thought playing other people’s games was a sheep-like way to live. Why should I support other people’s dumb games? Why not mock them instead? It’s easy, and intoxicating

I learned that you rarely build anything worthwhile that way. The “best” case scenario: you win over other disagreeable people. A few years of this & it becomes the world you live in – surrounded by other belligerent assholes who don’t know or care how to play nice. A cursed life

More from Society

This is a piece I've been thinking about for a long time. One of the most dominant policy ideas in Washington is that policy should, always and everywhere, move parents into paid labor. But what if that's wrong?

My reporting here convinced me that there's no large effect in either direction on labor force participation from child allowances. Canada has a bigger one than either Romney or Biden are considering, and more labor force participation among women.

But what if that wasn't true?

Forcing parents into low-wage, often exploitative, jobs by threatening them and their children with poverty may be counted as a success by some policymakers, but it’s a sign of a society that doesn’t value the most essential forms of labor.

The problem is in the very language we use. If I left my job as a New York Times columnist to care for my 2-year-old son, I’d be described as leaving the labor force. But as much as I adore him, there is no doubt I’d be working harder. I wouldn't have stopped working!

I tried to render conservative objections here fairly. I appreciate that @swinshi talked with me, and I'm sorry I couldn't include everything he said. I'll say I believe I used his strongest arguments, not more speculative ones, in the piece.

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I’m torn on how to approach the idea of luck. I’m the first to admit that I am one of the luckiest people on the planet. To be born into a prosperous American family in 1960 with smart parents is to start life on third base. The odds against my very existence are astronomical.


I’ve always felt that the luckiest people I know had a talent for recognizing circumstances, not of their own making, that were conducive to a favorable outcome and their ability to quickly take advantage of them.

In other words, dumb luck was just that, it required no awareness on the person’s part, whereas “smart” luck involved awareness followed by action before the circumstances changed.

So, was I “lucky” to be born when I was—nothing I had any control over—and that I came of age just as huge databases and computers were advancing to the point where I could use those tools to write “What Works on Wall Street?” Absolutely.

Was I lucky to start my stock market investments near the peak of interest rates which allowed me to spend the majority of my adult life in a falling rate environment? Yup.
And here they are...

THE WINNERS OF THE 24 HOUR STARTUP CHALLENGE

Remember, this money is just fun. If you launched a product (or even attempted a launch) - you did something worth MUCH more than $1,000.

#24hrstartup

The winners 👇

#10

Lattes For Change - Skip a latte and save a life.

https://t.co/M75RAirZzs

@frantzfries built a platform where you can see how skipping your morning latte could do for the world.

A great product for a great cause.

Congrats Chris on winning $250!


#9

Instaland - Create amazing landing pages for your followers.

https://t.co/5KkveJTAsy

A team project! @bpmct and @BaileyPumfleet built a tool for social media influencers to create simple "swipe up" landing pages for followers.

Really impressive for 24 hours. Congrats!


#8

SayHenlo - Chat without distractions

https://t.co/og0B7gmkW6

Built by @DaltonEdwards, it's a platform for combatting conversation overload. This product was also coded exclusively from an iPad 😲

Dalton is a beast. I'm so excited he placed in the top 10.


#7

CoderStory - Learn to code from developers across the globe!

https://t.co/86Ay6nF4AY

Built by @jesswallaceuk, the project is focused on highlighting the experience of developers and people learning to code.

I wish this existed when I learned to code! Congrats on $250!!