Brian Chesky, every mention

37 scenes (said by Lenny Rachitsky) · ← back to Brian Chesky

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every year anyone Lenny Rachitsky 92Chip Conley 15Jessica Livingston 7Mike Maples, Jr. 5Jason Shah 5Vlad Loktev 4Shishir Mehrotra 4Howie Liu 4Katie Dill 3Gustav Söderström 3

Verbatim, from the transcripts: the passages where Brian Chesky comes up

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“I deliberately understaff every project” | Leadership lessons from Rippling’s $16B journey Dec 28, 2025 · 1 mention

$46B of hard truths: Why founders fail and why you need to run toward fear | Ben Horowitz (a16z) Sep 11, 2025 · 5 mentions

  • ▶ 33:19 Lenny Rachitsky Yeah, I think about, I was at Airbnb for a long time, and just thinking of Brian, who, I don't even know if he had a job before Airbnb. 5 times in the scene

Brian Chesky's secret mentor who scaled Airbnb (after dying 9 times & building a hotel empire) Aug 3, 2025 · 36 mentions

  • ▶ 1:25 Lenny Rachitsky After selling it, Brian Chesky personally recruited Chip to join Airbnb to help Brian and the company transform from a fast-growing startup to the world's most valuable hospitality brand. 3 times in the scene
  • ▶ 5:27 Lenny Rachitsky Let's paint a picture of just what it was like for you to join Airbnb in your fifties, uh, surrounded by a bunch of twenty-something, thirty-somethings reporting to Brian Chesky, who is, I don't know, in his thirties. 10 times in the scene
  • ▶ 11:50 Lenny Rachitsky For Brian. 22 times in the scene
  • ▶ 42:38 Lenny Rachitsky Um, speaking of thorny problems and also, uh, why Brian decided to reach out to you.

35 years of product design wisdom from Apple, Disney, Pinterest and beyond | Bob Baxley Jun 12, 2025 · 1 mention

  • ▶ 12:16 Lenny Rachitsky And also keep doing that for, for so long, like Airbnb founders, I think was Brian's maybe first job or second job and he's doing it now for, I don't know, 15 years in a row.

Growth tactics from OpenAI and Stripe’s first marketer | Krithika Shankarraman May 25, 2025 · 2 mentions

Unconventional product lessons from Binance, N26, Google, more | Mayur Kamat (CPO at N26) May 22, 2025 · 1 mention

How Revolut trains world-class PMs: The “Local CEO” model, raw intellect & building wow products May 15, 2025 · 2 mentions

  • ▶ 37:03 Lenny Rachitsky Uh, we had Brian Chesky in the podcast and the way he approached this problem is he just 2 times in the scene

Inside monday.com’s transformation: Radical transparency, impact over output, & the path to $1B ARR Apr 27, 2025 · 2 mentions

How to win in the AI era: Ship weekly, embrace technical debt, ruthlessly cut scope, and more Mar 27, 2025 · 2 mentions

  • ▶ 40:27 Lenny Rachitsky It's, it makes me think about Brian Chesky and like Airbnb is a consumer product.
  • ▶ 54:47 Lenny Rachitsky Uh, it's interesting that at Airbnb, Brian was famous for changing the titles of all product managers to product marketing manager.

How a great founder becomes a great CEO | Jonathan Lowenhar (co-founder of Enjoy The Work) Dec 5, 2024 · 1 mention

  • ▶ 54:01 Lenny Rachitsky Funny on that split last detail, actually, I imagine, you know, this at Airbnb, there was actually a core values interview team that was formed around studying what the founders, Brian and Joe, Nate valued specifically, and then they…

Breaking the rules of growth: Why Shopify bans KPIs, optimizes for churn, and prioritizes intuition Nov 7, 2024 · 3 mentions

  • ▶ 47:06 Lenny Rachitsky What's also really interesting about this is I think about Brian Chesky at Airbnb, where I worked for a while and his, so one, he also had this idea of the hundred year vision and thinking for the future way out in a hundred years. 2 times in the scene
  • ▶ 1:00:51 Lenny Rachitsky Like it's rare that you're like a Toby or Brian Jeskier or Elon.

The original growth hacker reveals his secrets | Sean Ellis (author of “Hacking Growth”) Sep 5, 2024 · 1 mention

Dylan Field live at Figma's Config: Intuition, simplicity, and the future of design Jun 30, 2024 · 3 mentions

  • ▶ 16:19 Lenny Rachitsky So last year you had Brian Chesky here, I think maybe on this stage, maybe a bigger stage, and he, he kind of said that they got rid of product management at Airbnb, and everyone cheered, and all the PMs were very sad, and he didn't… 3 times in the scene

The social radar: Y Combinator’s secret weapon | Jessica Livingston (co-founder of YC, author) Jun 27, 2024 · 1 mention

Jason Fried challenges your thinking on fundraising, goals, growth, and more Dec 17, 2023 · 4 mentions

Billion dollar failures, and billion dollar success | Tom Conrad (Quibi, Pandora, Pets.com, Zero) Nov 26, 2023 · 2 mentions

  • ▶ 1:01:20 Lenny Rachitsky It resonates a lot with what Brian shared about how he thinks about product now, which is kind of 2 times in the scene

What AI means for your product strategy | Paul Adams (CPO of Intercom) Oct 26, 2023 · 1 mention

  • ▶ 19:38 Lenny Rachitsky It reminds me, I think at Facebook, Zuck and also at Airbnb, Brian did this as he said, any mocks you show me for new product designs have to be in a mobile app or on a mobile web.

Brian Balfour: 10 lessons on career, growth, and life Oct 5, 2023 · 4 mentions

Building Anchor, selling to Spotify, and lessons learned | Maya Prohovnik (Head of Podcast Product) Sep 28, 2023 · 1 mention

  • ▶ 13:25 Lenny Rachitsky It reminds me that Airbnb, Brian was a huge advocate of on the host side of the product is like, you need to be a host, but many people couldn't because they didn't have a place that could be hosted.

Monetizing passions, scaling marketplaces, and stories from a creator economy vet | Camille Hearst Aug 20, 2023 · 2 mentions

  • ▶ 43:01 Lenny Rachitsky You mentioned that your title is product marketing manager, and there was a recent kind of hubbub on Twitter where Brian Chesky at Airbnb shared that they've shifted the role of product manager to essentially the Apple model. 2 times in the scene

Velocity over everything: How Ramp became the fastest-growing SaaS startup ever | Geoff Charles Aug 6, 2023 · 1 mention

  • ▶ 13:18 Lenny Rachitsky Uh, at Airbnb, there's a, as a very known for lofty goals, Brian was, uh, famous for going to meetings where people present their goals and their plans, and he's like, how do we 10 X that?

The ultimate guide to A/B testing | Ronny Kohavi (Airbnb, Microsoft, Amazon) Jul 27, 2023 · 3 mentions

  • ▶ 45:46 Lenny Rachitsky But it's interesting that Airbnb seems to be moving in this other direction, where it's becoming a lot more top down Brian vision oriented. 3 times in the scene

The 10 traits of great PMs, AI, and Slack’s approach to product | Noah Weiss (Slack, Google) Jul 23, 2023 · 2 mentions

Building minimum lovable products, stories from WeWork & Airbnb, and thriving as a PM | Jiaona Zhang Jul 2, 2023 · 4 mentions

  • ▶ 10:55 Lenny Rachitsky One is Airbnb and Brian and many great leaders are famous for imagining the ideal situation, imagining the great end result and then working backwards.
  • ▶ 14:10 Lenny Rachitsky And I know maybe in that situation it was impossible because Brian was very into this and everyone was like, we need to do this thing. 3 times in the scene

Building a long and meaningful career | Nikhyl Singhal (Meta, Google) Jun 11, 2023 · 1 mention

  • ▶ 1:14:49 Lenny Rachitsky So all the product managers are product marketers because Brian is so big on, you're not just building product, your job is also to make sure people use it.

Leading with empathy | Keith Yandell (DoorDash, Uber) Feb 9, 2023 · 1 mention

  • ▶ 11:59 Lenny Rachitsky So at Airbnb, we actually had a similar program where Brian wanted everyone to be a host at Airbnb.

An inside look at how Figma builds product | Yuhki Yamashita (CPO of Figma) Jan 8, 2023 · 1 mention

Customer-led growth | Georgiana Laudi (Forget The Funnel) Sep 29, 2022 · 1 mention

  • ▶ 18:08 Lenny Rachitsky Internally it was called Project Snow White because it was inspired by Brian reading the biography of Walt Disney and they needed to create these, the storyboard basically to create Snow White because it was so complicated to make that…

Building a meaningful career | Jason Shah (Airbnb, Amazon, Microsoft, Alchemy) Sep 18, 2022 · 3 mentions

  • ▶ 28:21 Lenny Rachitsky The other thought I had while you're chatting, so the Airbnb approach is work back from the ideal, like Brian talks about it, like the 11 star experience versus the Amazon approach, which it doesn't need to be the ideal.
  • ▶ 45:04 Lenny Rachitsky So in the first example, I imagine they were pitching to Brian and he's like, yeah, trip design. 2 times in the scene
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