Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
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Brett Taylor is the ultimate Silicon Valley veteran. He was one of the creators of Google Maps, invented the Like button, was co CEO of Salesforce. He pushed through Elon's acquisition of Twitter. He was on the Twitter board. He's now the chairman of the OpenAI board. And his day job is founder and CEO of Sierra, which is bringing AI to customer service. He's one of the smartest people I know on the topic of how AI is changing established companies. Cheers.
Cheers.
So most important question, have you installed OpenClaw on your work laptop?
I have not.
Or have you played with OpenClaw?
I have played with OpenClaw. I haven't, like, bought a Mac mini. I've you know, you can put these things in virtual sandboxes for less money. It's really interesting. I mean, it's very compelling. It's probably the first, I wouldn't have predicted the first kind of broad, I don't know if consumer is exactly accurate but maybe hobbyist use of AI would have been this kind of semi rogue open source project that goes through three name changes in three days.
Yes.
And I love it. I love everything about the the chaos of it just because people in our circles have been talking about AI agents for consumer use and all these fancy computer using agents. Instead, you're chatting over WhatsApp with a thing on a Mac Mini that is mildly unhinged and insecure. It's just fascinating. The whole thing is fascinating.
But isn't that the okay. The thing that seems to me is funny is if you look at the landscape, still in 2026, if you open a new Gemini chat or if you open a new ChatGPT chat, it's basically a blank slate. There is no memory. And then I mean, Claw, people talk about, you know, the WhatsApp and Telegram integrations and things like that. But it feels to me a big part of the value is not only can it do stuff proactively, but it has memory. But the way it has memory is this like super janky it like write it's like the movie Memento. It like writes things to a markdown file. Yeah. And it's just like
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