People, every show

Bret Taylor

CEO & Co-Founder, Sierra. On 8 shows, 11 appearances. The Shows tab opens the full record on each.

founderexecutiveengineer@btaylor ↗LinkedIn ↗bret.appspot.com ↗Wikipedia ↗

Bret Taylor is the CEO and co-founder of conversational AI startup Sierra and chairs the board of OpenAI. He previously served as co-CEO of Salesforce, CTO of Facebook, and co-created Google Maps.

8shows
11appearances
239statements
15resolved
10supported
4contradicted
67%fully supported
171said about them ↓

Everything Bret Taylor said on any show that made the record, most notable first. Each card names its show and opens the statement there.

20VC Opinion
Bret Taylor: AI pre-training outside AGI labs wastes capital
“Unless you are an AGI research lab, doing pre-training on a model I believe is just burning capital.”
Bret Taylor Oct 2, 2024 ▶ 0:07 Bret Taylor: Why Pre-Training is for Morons & Companies Will Build Their Own Software | E1209 · 20VC with Harry Stebbings
Taylor: Python is a comically bad programming language for AI to generate
“Python is probably the most common generated code just because how much it's in the training data and data scientists love Python and I love Python too. It's such a comically bad thing for AI to generate just because it's one of the most inefficient programmin…”
Bret Taylor Jul 31, 2025 ▶ 39:32 He saved OpenAI, invented the “Like” button, and built Google Maps: Bret Taylor (Sierra)
MASTERS OF SCALE Prediction Not checkable as stated
Bret Taylor argues AI hallucinations will help solve digital disinformation
“And if you want a contrarian take on this, I think it will help with the disinformation problem a bit. People don't assume everything coming out of these agents is a hundred percent accurate and they like verify it. And my hope is the combination of these AI t…”
Bret Taylor Aug 8, 2024 ▶ 5:45 OpenAI’s Bret Taylor & Reid Hoffman: Your business can’t wait until AI is perfect | Masters of Scale
Taylor: Coding agent success doesn't translate to broad knowledge work
“And so it's not like impossible for an agent to use those things, but the idea that you can like straight line from coding agents to writing the Stripe annual letter, I don't totally buy.”
Bret Taylor Mar 10, 2026 ▶ 3:25 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Mimicking codebases is currently the best harness for AI agents
“I wonder if in the short term, it might just be one of those idiosyncrasies of history, like mimicking a code base is actually the best way to make a general purpose agent work. And maybe over time we'll get fancier than that, but it's actually like a relative…”
Bret Taylor Mar 10, 2026 ▶ 5:14 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: In agentic development, PRDs and intent are more durable than code
“Where there's a lot in, in the code that is more transient. You know, you might be fine to Delete that. What was the intention? What was the PRD? Like, what was the customer problem? Is actually the more durable asset.”
Bret Taylor Mar 10, 2026 ▶ 6:22 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Future engineers cannot be precious about writing code by hand
“I feel like I won't be like a self, Self-actualized software engineer in the future, if I'm too precious about that artifact, which used to be so central to me.”
Bret Taylor Mar 10, 2026 ▶ 7:48 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Hierarchical multi-agent architectures are elegant on whiteboards but nonsensical
“I feel like this view of a multi-agent world was you have all these agents that do tasks that are fraud detection. You know, another one over here for, you know, personalization, and then you make a super agent, it does all these things, and it looks really go…”
Bret Taylor Mar 10, 2026 ▶ 10:23 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Future AI agents will evolve away from Model Context Protocol
“My sense is we're making true agents over time the way we think about context and how that context is sort of like shared so that the agent that's orchestrated it actually understands sort of what's behind all these APIs and why and the history will maybe look…”
Bret Taylor Mar 10, 2026 ▶ 11:31 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
CHEEKY PINT Prediction Not checkable as stated
Taylor: AI agents will become the primary digital interface for most businesses
“And so then you look at AI agents, and I believe most businesses, it will be their primary digital interface, and it's because it works over WhatsApp, and it works over the phone.”
Bret Taylor Mar 10, 2026 ▶ 29:36 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Broadly accessible AI is an imperative, not a competitive advantage
“If every single company in an industry has access to technology, I would say it's an imperative, not a competitive advantage.”
Bret Taylor Mar 10, 2026 ▶ 35:23 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
CHEEKY PINT Prediction Open · timeframe Mar 2036
Taylor: SaaS sector will likely lose value over the next ten years
“Will these companies be less valuable 10 years from now than now? I think the answer is probably yes. Will that be true for every individual company? I don't think that's true.”
Bret Taylor Mar 10, 2026 ▶ 51:07 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Database ledgers are durable against AI; systems of engagement are not
“My theory is the closer you get to literally the database is the value, i.e. A ledger, the more durable it is. The closer you get to be in a system of engagement, the less durable it is.”
Bret Taylor Mar 10, 2026 ▶ 56:13 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Pausing model development today still leaves trillions in unrealized economic value
“I think if we paused model development, we'd still have trillions of dollars of economic value. That have yet to be realized.”
Bret Taylor Mar 10, 2026 ▶ 1:11:50 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: AI adoption is bottlenecked by startups building tools over business agents
“I actually think one of the main things impeding adoption of AI is the lack of existence of all those other companies. And so many of the startups, particularly around here in San Francisco are basically doing relatively rote kind of tools around the AI rather…”
Bret Taylor Mar 10, 2026 ▶ 1:12:16 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Software engineering shifted from the most scarce to most plentiful asset
“Software engineering was the most scarce access asset in a company, and now it's the most plentiful, and I don't think we've ever lived in that world.”
Bret Taylor Mar 10, 2026 ▶ 1:13:37 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Atomic unit of AI productivity is a process, not a person
“I think the atomic unit of productivity in AI is a process, not a person.”
Bret Taylor Mar 10, 2026 ▶ 1:15:16 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Automating entire departments is science; automating specific processes is engineering
“And my point on it is, if you look at it through the lens of like an end-to-end business process, you can turn science into engineering. And I think solving legal through AI, that's a science problem.”
Bret Taylor Mar 10, 2026 ▶ 1:22:07 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Taylor: Generalist product engineers using AI are worth 1,000x other engineers
“With the presence of Codex, you can produce amazing results. Those people are truly worth a thousand X other people, because it's relatively easy to find someone who's a great infrastructure engineer. Not easy easy, but like relatively. Finding someone with go…”
Bret Taylor Mar 10, 2026 ▶ 1:25:46 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
CHEEKY PINT Prediction Not checkable as stated
Taylor: Most Silicon Valley companies will stop hand-writing code by mid-2026
“And then the other thing is I think most companies in Silicon Valley won't write code by hand.”
Bret Taylor Mar 10, 2026 ▶ 1:40:35 Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
BIG TECHNOLOGY Prediction Not checkable as stated
Bret Taylor: Autonomous agents will replace form-and-field software interfaces
“The future of software is agents. So, rather than having a web browser with forms and fields that we click on, we will delegate tasks to agents that will operate against a database somewhat autonomously.”
Bret Taylor Jan 28, 2026 ▶ 3:33 Is AI Killing Software? — With Bret Taylor, OpenAI's board chair and CEO of Sierra
Bret Taylor: Incumbent Software Advantages Look Like Disadvantages in AI Shift
“It's a disruptive moment in technology because the incumbent software players, their advantages all of a sudden start to look a little bit like disadvantages, and it doesn't mean they won't all pivot, by the way, but it opens the door for, I'll say, AI native …”
Bret Taylor Jan 28, 2026 ▶ 6:00 Is AI Killing Software? — With Bret Taylor, OpenAI's board chair and CEO of Sierra
BIG TECHNOLOGY Prediction Not checkable as stated
Bret Taylor: Importance of Traditional Software Dashboards Will Decline
“I think the importance of dashboards will go down. A point of a dashboard is so a human can stare at it and derive some insights. I think that probably AI can serve a very meaningful role in deriving insights from your data”
Bret Taylor Jan 28, 2026 ▶ 6:19 Is AI Killing Software? — With Bret Taylor, OpenAI's board chair and CEO of Sierra
Bret Taylor: Business Model Transitions Are Harder Than Technology Transitions
“I think the interesting maybe counterintuitive point that I would make is I think business model transitions are harder than technology transitions. I think it was harder for most on-premises software companies to move to ratable subscription revenue. Than it …”
Bret Taylor Jan 28, 2026 ▶ 12:23 Is AI Killing Software? — With Bret Taylor, OpenAI's board chair and CEO of Sierra

Show 24statements(215 left)

The other half of the tape: Bret Taylor's own voice is left out of every number here. Other people bring the name up 160 times in 54 episodes across the shows. 11 statements on the record name them. every mention, with the transcript →

Who brings them up most Harry Stebbings 57Jason Lemkin 11Cliff Weitzman 11Alex Kantrowitz 11Lenny Rachitsky 9Reggie Marable 8Clay Bavor 7Rory O'Driscoll 4

Statements about Bret Taylor, by other people (11)

20VC Opinion
Stebbings: OpenAI should acquire Sierra and make Bret Taylor CEO
“It's the best thing for OpenAI not to buy Sierra, incorporate that as a customer support product, and have Brett Taylor come in as the day-to-day CEO, and Sam can be fundraiser, Sam can be master of...”
Harry Stebbings Apr 2, 2026 ▶ 15:33 OpenAI Kills Sora & Hits $100M ARR on Ads | Oura Going Public & Whoop Raises at $10BN · 20VC with Harry Stebbings
20VC Assertion Supported
O'Driscoll: Bret Taylor Forced Elon Musk to Complete $44B Twitter Acquisition
“For the second time in the last five years, he totally wanted as board chairman of Twitter, where he jammed that down Elon's throat for forty four billion dollars despite his opposition, and he won here today because he unraveled the mess and set it all up for…”
Rory O'Driscoll Oct 30, 2025 ▶ 8:05 OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings
Shah: The AI industry does not need a new language to replace Python
“He was talking about like, oh, we need a different language than Python or whatever that is like built for built for AI and built. It's like, No, Brett, I don't think we do actually. It's just fine. It deals with just fine, just expressive enough. And it's nic…”
Dharmesh Shah Mar 28, 2025 ▶ 50:27 The Agent Network — Dharmesh Shah, Agent.ai + CTO of HubSpot
Kantrowitz: Combining Bret Taylor's Sierra and OpenAI makes perfect sense
“And by the way, Brett Taylor, a combination of Sierra and open AI would make so much sense, especially as open AI goes after goes after enterprises. It would be a perfect match.”
Alex Kantrowitz Apr 20, 2026 ▶ 46:09 Jensen On The Ropes, Sam Altman’s Conflicts, Allbirds’ GPU Pivot
20VC Assertion Not checkable as stated
Sierra uses six-to-ten-page written memos instead of decks for board meetings
“As for running the board meetings themselves, we don't have board decks, we have board memos. So Brett and I write a usually six to 10 page memo.”
Clay Bavor Jul 4, 2026 ▶ 39:52 Open Models vs Frontier Models: Who Actually Wins? | The $100K Token Budget Every Engineer Will Need · 20VC with Harry Stebbings
Bret Taylor exemplifies a new breed of 'five-tool' super-CEOs
“The thing that's kind of new now are there are five tool CEOs like Brett Taylor's one. You can code, you have tastes, you have vision, you can sell the product, you can convince employees like this kind of super CEO.”
Brian Halligan Feb 15, 2026 ▶ 22:19 How to be a CEO when AI breaks all the old playbooks | Sequoia CEO Coach Brian Halligan
20VC Opinion
Marable: Sierra Co-Founder Bret Taylor Is an "Apex Predator" Salesperson
“So I consider Brett one of the, I call him the apex predator. He's one of the best salespeople I've ever been around.”
Reggie Marable May 2, 2025 ▶ 7:19 20Sales: Sierra: Inside Silicon Valley's Fastest Growing Sales Machine & How to Prospect, Outbound and Close Enterprise Deals in AI
20VC Assertion Not checkable as stated
Sierra founders personally monitored every AI customer conversation during Black Friday
“When we, in our first Black Friday, Cyber Monday with a set of retailers, one of one of our lead engineers, our head of operations, me or Brett, was in real time personally reading every single conversation that our agents were having, because we wanted to mak…”
Clay Bavor Jul 4, 2026 ▶ 45:04 Open Models vs Frontier Models: Who Actually Wins? | The $100K Token Budget Every Engineer Will Need · 20VC with Harry Stebbings
20VC Assertion Not checkable as stated
Sierra co-founder Bret Taylor still writes production code for the startup
“Brett is actually still an extraordinarily capable software engineer. It's remarkable. So, you know, some of the code that is in production, right, he has written”
Clay Bavor Jul 4, 2026 ▶ 26:45 Open Models vs Frontier Models: Who Actually Wins? | The $100K Token Budget Every Engineer Will Need · 20VC with Harry Stebbings
20VC Disclosure
Kolter: Bret Taylor invited him to join OpenAI board via email
“I got, actually the day before I started as department head, I got an email from Brett, the chair of the board, just saying, hey, do you want to talk about maybe joining the OpenAI board?”
Zico Kolter Sep 4, 2024 ▶ 1:00:50 Zico Kolter: OpenAI's Newest Board Member on The Biggest Questions and Concerns in AI Safety | E1197 · 20VC with Harry Stebbings
20VC Disclosure
Clay Bavor details recent operational debate with Sierra co-founder Bret Taylor
“I was on one side. It was like, I think we need better kind of process and structure around this thing. Brett was on the side of people and maybe we need different leaders or a different leader in this space. The answer is with most things like turned out to b…”
Clay Bavor Jul 4, 2026 ▶ 1:00:21 Open Models vs Frontier Models: Who Actually Wins? | The $100K Token Budget Every Engineer Will Need · 20VC with Harry Stebbings

Every mention by year

tap a year for its mentions
005013100252017201820192020202120222023202420252026episodesmentions
013252017201820192020202120222023202420252026episodes it came up in
002134252017201820192020202120222023202420252026episodesmentions per episode

20VC 119Latent Space 15Lenny's Podcast 12Big Technology 12No Priors 1the Knowledge Project 1

2026 88 mentions in 23 episodes 4 per episode
2025 63 mentions in 24 episodes 3 per episode
2024 6 mentions in 5 episodes 1 per episode
2023 2 mentions in 1 episode
2017 1 mention in 1 episode

One line per show, most statements first. The link opens Bret's full record on that show: the calibration, argument clarity, speaking style and every statement made there.

ShowRole thereEpsStatementsRecord
KNOWLEDGE PROJECTLEDGER CEO & Co-Founder, Sierra 2 56 100% 1/1 full record on the Knowledge Project →
CHEEKY PINTLEDGER CEO & Co-Founder, Sierra 1 37 100% 2/2 full record on Cheeky Pint →
20VCLEDGER CEO & Co-Founder, Sierra 1 34 75% 3/4 full record on 20VC →
BIG TECHNOLOGYLEDGER CEO & Co-Founder, Sierra 1 31 full record on Big Technology →
LENNY'S PODCASTLEDGER CEO & Co-Founder, Sierra 1 29 60% 3/5 full record on Lenny's Podcast →
LATENT SPACELEDGER CEO & Co-Founder, Sierra 1 23 0% 0/2 full record on Latent Space →
MASTERS OF SCALELEDGER CEO & Co-Founder, Sierra 2 15 full record on Masters of Scale →
NO PRIORSLEDGER CEO & Co-Founder, Sierra 2 14 100% 1/1 full record on No Priors →
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