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 yeah

WAY too much of the last cycle’s “innovation” was software outrunning sleeping regulation

It’s depressing stuff

@danilo I obviously think the crime-doers doing the crimes are to blame here.

But the sleeping regulators are also an important part of the problem.

If you are an executive who is not comfortable with rampant criminal behavior, but you’re also not an incorruptible paragon of righteousness (as most of us are not), there’s only so long you can watch the rest of the industry do a bunch of crimes before you can start wondering “wait, are these actually crimes or is it just acceptable CODB?”