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Brian Chesky’s new playbook

Brian Chesky is the co-founder and CEO of Airbnb. Under Brian’s leadership, Airbnb has grown into a community of over 4 million hosts who have welcomed more than 1.5 billion guests across over 220 countries and regions. I had the privilege of working under his leadership, so it is a great honor to have him on the show. We discuss: • How Airbnb has shifted their thinking on product management • Why bureaucracy happens in companies, and how to avoid it • The importance of founders diving into the details • Why Airbnb moved away from traditional growth channels and what they are doing instead • Airbnb’s newly released features • How and why Brian encourages his team to set ambitious goals • Why he says he still has a lot to prove — Brought to you by Sidebar—Catalyze your career with a Personal Board of Directors: https://www.sidebar.com/lenny/?utm_so... | Jira Product Discovery—Atlassian’s new prioritization and roadmapping tool built for product teams: https://atlassian.com/lenny/?utm_sour... | Eppo—Run reliable, impactful experiments: https://www.geteppo.com/ Find the full transcript at: https://www.lennyspodcast.com/brian-c... Where to find Brian Chesky: • X:   / bchesky   • LinkedIn:   / brianchesky   Where to find Lenny: • Newsletter: https://www.lennysnewsletter.com • X:   / lennysan   • LinkedIn:   / lennyrachitsky   In this episode, we cover: (00:00) Brian’s background (05:18) The current structure of product management at Airbnb (09:21) How fast-moving companies become slow-moving bureaucracies (12:20) Brian’s thoughts on performance marketing (13:50) Airbnb’s rolling two-year roadmap (15:30) Brian’s journey as CEO in a growing company (18:34) Best practices for A/B testing  (20:30) Who inspired Airbnb’s new direction (23:18) The first changes Brian implemented at the onset of the pandemic (24:51) Why founders should be “in the details”  (30:15) Airbnb’s marketing, communication, and creative functions (31:38) Advice for founders on how to lead (34:15) Tips for implementing Airbnb’s business methodology  (38:48) Airbnb’s winter release (41:47) Why Airbnb no longer has separate guest and host teams  (42:38) Brian’s thoughts on design trends  (45:36) The importance of empowering hosts with great tools (45:57) How setting ambitious goals improves team performance  (50:05) Tips for preventing burnout (56:02) Tips for personal and professional growth  (58:19) Why Brian says he still has a lot to prove (1:02:58) Paying it forward (1:05:03) A fun fact about Brian (1:09:26) Airbnb’s origin story Referenced: • Localmind: https://www.crunchbase.com/organizati... • Config 2023 in review: https://www.figma.com/blog/config-202... • Why Founders Fail: The Product CEO Paradox: https://techcrunch.com/2013/08/10/why... • Hiroki Asai on LinkedIn:   / hiroki-asai-a44137110   • Jony Ive on Crunchbase: https://www.crunchbase.com/person/jon... • Charles Eames: https://en.wikipedia.org/wiki/Charles... • Airbnb 2023 Winter Release: https://news.airbnb.com/en-in/airbnb-... • Airbnb 2023 winter release reel: https://x.com/bchesky/status/17222438... • John Wooden’s website: https://coachwooden.com/ • An 85-year Harvard study found the No. 1 thing that makes us happy in life: It helps us ‘live longer’: https://www.cnbc.com/2023/02/10/85-ye... • Sam Altman on X:   / sama   • Alfred P. Sloan: https://en.wikipedia.org/wiki/Alfred_... • Bob Dylan quote: https://quotefancy.com/quote/950807/B... • OpenAI: https://openai.com/ • Michael Seibel’s website: https://www.michaelseibel.com/ • Y Combinator: https://www.ycombinator.com/ • The Norman Rockwell Museum: https://www.nrm.org/ • Rhode Island School of Design: https://www.risd.edu/ • Joe Gebbia on LinkedIn:   / jgebbia   • Nathan Blecharczyk on LinkedIn:   / blecharczyk   Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected]. Lenny may be an investor in the companies discussed.