Sierra, every mention

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every year anyone Lenny Rachitsky 22Bret Taylor 3Madhavan Ramanujam 1Jeanne DeWitt Grosser 1Jason Lemkin 1

Verbatim, from the transcripts: the passages where Sierra comes up

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How we built Grok Bot in a month | Roman Ugarte (SpaceXAI) Sep 8, 2026 · 1 mention

  • ▶ 7:36 Lenny Rachitsky What do OpenAI, Anthropic, Cursor, Replit, Sierra, Clay, and hundreds of other winning companies all have in common?

Why companies are becoming a series of loops | Anish Acharya (a16z) Sep 6, 2026 · 1 mention

  • ▶ 6:59 Lenny Rachitsky What do OpenAI, Anthropic, Cursor, Replit, Sierra, Clay, and hundreds of other winning companies all have in common?

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) Aug 30, 2026 · 1 mention

  • ▶ 5:38 Lenny Rachitsky What do OpenAI, Anthropic, Cursor, Replit, Sierra, Clay, and hundreds of other winning companies all have in common?

We replaced our sales team with 20 AI agents—here’s what happened next | Jason Lemkin (SaaStr) Jan 1, 2026 · 1 mention

What world-class GTM looks like in 2026 | Jeanne DeWitt Grosser (Vercel, Stripe, Google) Nov 30, 2025 · 1 mention

How 80,000 companies build with AI: Products as organisms and the death of org charts | Asha Sharma Aug 28, 2025 · 1 mention

  • ▶ 18:36 Lenny Rachitsky We had, uh, Brett Taylor in the podcast, founder of Sierra, and he had a similar prediction that all software companies are going to become agent companies, and it's essentially what you're saying here is that, like, your software will…

Why ChatGPT will be the next big growth channel (and how to capitalize on it) | Brian Balfour Aug 17, 2025 · 2 mentions

  • ▶ 41:41 Lenny Rachitsky I just had Brett Taylor on the podcast who's building Sierra and we actually, he made me realize why everyone's building agents partly. 2 times in the scene

He saved OpenAI, invented the “Like” button, and built Google Maps: Bret Taylor (Sierra) Jul 31, 2025 · 17 mentions

  • ▶ 1:26 Lenny Rachitsky Today, he's co-founder and CEO of Sierra, and AI started building agents to help companies with customer service, sales, and more.
  • ▶ 12:41 Lenny Rachitsky And now Sierra, fun fact, at friend feed you invented the like button.
  • ▶ 55:49 Bret Taylor So there's companies like Sierra.
  • ▶ 1:04:33 Lenny Rachitsky Maybe just, and he actually used Sierra as one of the shining examples of, of this being successful. 3 times in the scene
  • ▶ 1:11:39 Bret Taylor So we have an engineer at CIRA who exclusively focuses on the model context protocol server serving our cursor, uh, instance. 2 times in the scene
  • ▶ 1:14:13 Lenny Rachitsky Just to give you a chance to share how amazing what you've built is, what are some of the gains you see from people using Sierra? 4 times in the scene
  • ▶ 1:27:56 Lenny Rachitsky Maybe go see if they want to work at Sierra, and how can listeners be useful to you? 5 times in the scene

Pricing your AI product: Lessons from 400+ companies and 50 unicorns | Madhavan Ramanujam Jul 27, 2025 · 3 mentions

  • ▶ 45:03 Lenny Rachitsky Uh, by the way, for folks not watching on YouTube, the companies you have in the golden quadrant, outcome-based pricing, Sierra, Finn, and Chargeflow. 2 times in the scene
  • ▶ 53:55 Madhavan Ramanujam Um, you talked about, uh, Sierra being in your pot, uh, founders.
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