When I got to San Francisco in 2010, I really wanted to do it all

Build a startup, create change through technology.

But the more I learned of the culture, the less I wanted to succeed according to its rubric. The turning point for me was Airbnb

Around 2011, Airbnb was REALLY taking off. All the benefits of a software business, none of the drawbacks of a real estate business. The best of all worlds.

Except…

The primary externality Airbnb generated was RISK

This exploded into public awareness when a host found her apartment absolutely destroyed by a guest

Which, you know, of course: a system like that is bound to fail spectacularly on occasion.

But what shocked me was how unprepared Airbnb was to make their host whole again. They were dodging accountability and only public shame, orchestrated by the host’s desperate PR campaign, could make the difference

It drove me bonkers.

These guys were getting absolutely rich off the backs of the communities that hosted them.

And they couldn’t take care of someone when things went wrong?

It was such a breach of the basic, reciprocal, implied social contract we should all adhere to.

And what I was learning was that all of Silicon Valley business culture was premised on that kind of breach. Move fast and break society if it earns you a better valuation next round

I didn’t like that at all.

Man, Steve Huffman tried to open the door for me, too.

Sometimes I look back and wonder if I fucked up. He’d invite me to hang at the beach with his YC buds.

But I just couldn’t get excited about them and their world. I couldn’t play the game the way they all expected. It wasn’t for me.

We haven’t talked in years. I got pretty mad at him and Alexis, after they returned to Reddit. I felt they had a greater responsibility to community health.

At the time, Steve… disagreed.

Today all those guys are RICH

I mean, beyond fuck-you money, this is fuck-everyone money. And powerful, in that they can do more or less what they want any given year, and have access to anyone else they need to meet or influence.

Meanwhile, I’m not rich.

It feels like I could have been, if I’d made different choices. But I couldn’t do that any more than I could have sprouted wings.

It’s one of the enduring heartbreaks of my life that I found the Valley so inimical to my values.

So now I live in the woods, almost as far from San Francisco as you can get and still be in the US.

I’ve got a fiber connection and half a prayer everything I know about software and technology strategy can still matter, can still pay some bills.

It’s hard to spend a lifetime really learning something, knowing it down to your bones, only to find the Mecca of its practice so hostile to the vision of the future you hold dear.

It’s been quite a walk through the desert.

@danilo I am in this picture and I do not like it.

I still live in the area, I haven’t had that big falling out with anyone personally, but the dawning realization that the engine of “tech” was just breaking existing laws with technobabble obfuscation (a partial list: illegal cab company, illegal hotel, illegal parking garage, illegal rocket launches, wildcat bank, mass art theft) and it only works because law enforcement is perpetually asleep at the wheel … makes it hard to maintain enthusiasm

@glyph @danilo The SV VC-backed tech scene would have you believe that it's the center of all information technology, as Hollywood does with popular culture.

I can imagine it seems that way to those who are there, but it's not objectively true at all.

Ignore the reality distortion field.

There's a whole world of other options out there for people innovating and building cool stuff.

This is true at every layer of the stack, and there are still layers yet to be conceived.

The world needs people who understand this stuff and who have a conscience to stay engaged, now more than ever.

@marshray @danilo so, you’re not wrong, but there *is* — or should I say there was — a huge and vibrant engineering, dare I say it, “hacker” culture in the bay area. I feel like I watched it die. It’s hard to tease apart how much of this was just having a kid and less time for socializing, but there was a palpable shift in the culture here where meetup events shifted from “check out this cool gadget, I don’t know if it’s useful” to “here’s how to build your drop-shipping website in 3 clicks”
@marshray @danilo the shift is slow and subtle, and in some tiny ways I felt like I played a part in it. Not all of the shift to more commercialism is bad; having resources for cool fun projects is good. But eventually it all just got really same-y; no more demos of games, no more experimental computational art, just web frameworks and cloud infrastructure and eventually NFTs and ChatGPT demos.
@marshray @danilo in some sense this was inevitable. The reason that the bay area is a “tech capital” is specifically because of resource accumulation, and these sort of repeatable business-y things are exactly what the resource-accumulators want. The incidental joy and wonder and weirdness get optimized out. Hardly unique to this industry or this time, I know, but this is where I am.