Airbnb, Inc.

🇺🇸NASDAQ Global Select
Back to all articles
Slightly Bullish +25

Airbnb CEO Brian Chesky regrets not obsessing over hiring sooner

🎙️ Airbnb CEO Brian Chesky discussed his hiring philosophy on a recent episode of the "Invest Like the Best" podcast.

📉 He regretted not focusing on hiring earlier in his career, noting that many CEOs believe they only need to hire executives while their team does the rest.

⏳ Chesky currently spends approximately five hours daily on recruiting and personally reviews applications for the top 200 employees.

📞 The first and last phone call he makes every day is with the recruiting team, which he describes as a very radical approach.

💡 His shift in focus came after advice from OpenAI CEO Sam Altman during Airbnb's early days post-sequoia funding.

❌ Chesky admitted that his earlier neglect of hiring was a "death blow" to the company's potential growth.

🤖 He now believes that strong recruiters lead to better hires who can self-manage, reducing the need for people managers in the age of AI.

🎯 Chesky recommends that founders hire a recruiter as their first employee rather than an engineer.

👥 The CEO builds a talent pipeline through referrals, describing the strategy as constructing "little mafias" of connections within the company.

📋 Airbnb's hiring focus is on results over résumés, such as valuing someone who worked on a specific ad they like versus their former company's reputation.

📉 The company previously laid off thousands of workers in 2020, cutting 25% of its workforce during the pandemic.

💼 As of Wednesday, Airbnb had approximately 240 open job listings on its career site.

📈 In February 2025, the company announced plans to slightly increase headcount growth rates specifically in product roles.

🗣️ On recent earnings calls, the company has not provided specific updates regarding broader hiring numbers beyond the initial announcement.

🏆 Chesky concluded that while people make good and great companies different, AI reinforces this distinction by making recruiting paramount.

Bullish Signals
  • Airbnb CEO Brian Chesky currently spends about five hours a day on recruiting and reviews applications personally.
  • As of Wednesday, the company had approximately 240 open job listings on its site, indicating active hiring.
  • In February 2025, Airbnb planned to slightly increase its head count growth rate specifically on the product side.
  • Chesky believes that obsessing over hiring leads to a self-managing workforce where people managers become redundant in the age of AI.
  • The company utilizes referrals and builds 'talent mafias' to efficiently find top performers, focusing on results over résumés.
Risk Factors
  • Airbnb previously suffered a significant 'death blow' due to neglecting hiring during early growth stages, resulting in a 25% workforce cut in 2020.
  • The company faces the risk of management redundancy as AI adoption accelerates, potentially making traditional people managers obsolete.
  • Despite having 240 open job listings, Airbnb has not provided recent hiring updates on earnings calls since a February 2025 plan to increase headcount growth.
Full Analysis
Airbnb CEO Brian Chesky recently told Business Insider on an episode of the "Invest Like the Best" podcast that he now spends approximately five hours a day dedicated to recruiting and reviews applications personally for the company's top 200 employees. This intense focus stems from a conversation with OpenAI CEO Sam Altman, who suggested that during Airbnb's early growth phase, Chesky should have spent 50% of his time on hiring; Chesky admitted he ignored this advice then, viewing it as a "death blow" later when realizing the mistake delayed building a strong recruiting machine. He argues that a common executive fallacy is to outsource hiring entirely to their own teams, which he believes is fatal for a company's success, whereas his radical approach involves personally managing the pipeline from day one. The article details how Chesky’s philosophy shifted over years of reflection on AI and management, leading him to conclude that investing heavily in recruitment results in less time spent micromanaging people because high-performing teams can manage themselves effectively. He advocates for hiring recruiters before engineers as a first employee and describes his strategy of leveraging personal networks by asking the best people he knows who they know, which he metaphorically calls "building little mafias." Chesky emphasizes focusing on results rather than résumés, citing an example where it is more efficient to hire someone based on their work on a specific ad the company likes rather than their pedigree at a well-known marketing firm. Contextualizing this hiring obsession with Airbnb's broader employment history, the article notes that the company did implement layoffs in 2020, cutting roughly 25% of its workforce during the pandemic, indicating past challenges but also resilience. As of Wednesday, Airbnb had approximately 240 open job listings on its site, and in February 2025, the company announced plans to slightly increase its head count growth rate on the product side, though no more recent specific hiring updates have been provided on earnings calls. Chesky concludes that while AI technology clarifies that good companies are distinguished from great ones by their people, his own strategy of obsessing over recruiting remains central to Airbnb's trajectory and management style under his leadership.