Brian Chesky
| Brian Chesky | |
| Born | Brian Joseph Chesky 29 8, 1981 |
|---|---|
| Birthplace | Niskayuna, New York, U.S. |
| Nationality | American |
| Occupation | CEO and co-founder of Airbnb |
| Known for | Co-founding Airbnb |
| Education | Rhode Island School of Design (BFA) |
| Awards | Time 100 Most Influential People (2015) |
Brian Joseph Chesky (born August 29, 1981) is an American businessman, industrial designer, and entrepreneur who co-founded and serves as chief executive officer of Airbnb, the global online marketplace for short-term lodging and travel experiences. Born in Niskayuna, New York, and trained as a designer at the Rhode Island School of Design, Chesky parlayed a simple idea — renting air mattresses in his San Francisco apartment to conference attendees — into one of the most consequential hospitality platforms of the twenty-first century. What began in 2007 as a way for Chesky and his roommate Joe Gebbia to cover rent evolved into a company that, by the time of its initial public offering in December 2020, carried a valuation in the tens of billions of dollars. As CEO, Chesky has guided Airbnb through periods of rapid growth, regulatory battles, a global pandemic, and a public listing, while also shaping the broader conversation around the sharing economy. In 2016, he joined The Giving Pledge, committing the majority of his wealth to philanthropic causes.[1] In recent years, Chesky has emerged as a vocal advocate for the integration of artificial intelligence into Airbnb's products and business strategy, positioning the technology as central to the company's future.[2]
Early Life
Brian Joseph Chesky was born on August 29, 1981, in Niskayuna, New York, a suburb of Schenectady in the Capital District region of upstate New York.[3] He grew up in a middle-class family; both of his parents were social workers.[4] From a young age, Chesky demonstrated creative inclinations. He was drawn to art and design, interests that would ultimately shape his educational and professional trajectory. As a child, he engaged in various creative projects, including drawing, painting, and redesigning objects around his home.[5]
Chesky attended Niskayuna High School, where he was involved in artistic pursuits including hockey and bodybuilding alongside his creative interests. He has spoken in interviews about how his upbringing in a modest household, with parents who worked in public service, instilled in him a sense of empathy and community — values that would later inform the ethos of Airbnb.[6] His early life in the Capital District, far from the technology hubs of Silicon Valley or New York City, gave him an outsider's perspective that he has credited as an asset in building a company that disrupted the established hospitality industry.
Education
Chesky attended the Rhode Island School of Design (RISD), one of the most prestigious art and design schools in the United States, where he earned a Bachelor of Fine Arts (BFA) degree in industrial design.[7] It was at RISD that Chesky met Joe Gebbia, who would become his co-founder at Airbnb. The two developed a close friendship rooted in their shared interest in design and entrepreneurship. Chesky's design education proved foundational to his approach to business; he has frequently spoken about how design thinking — a methodology centered on empathy, ideation, and prototyping — influenced the way Airbnb was conceived and developed. His training at RISD emphasized understanding the end user's experience, a principle that Chesky carried directly into the creation of Airbnb's platform and brand identity.[8]
Career
Pre-Airbnb Work
After graduating from RISD, Chesky moved to Los Angeles, where he worked as an industrial designer. He held a position at a design consultancy, gaining professional experience in product design. However, Chesky found the work unfulfilling relative to his entrepreneurial ambitions. In 2007, he relocated to San Francisco to live with his RISD classmate Joe Gebbia. The move to San Francisco would prove pivotal, as it was the high cost of living in the city that directly precipitated the founding of Airbnb.[9]
Founding of Airbnb
The origin story of Airbnb has become one of the most frequently cited narratives in startup culture. In October 2007, Chesky and Gebbia were struggling to pay rent on their San Francisco apartment. A major design conference was coming to the city, and hotel rooms were sold out across the area. The two designers saw an opportunity: they purchased air mattresses and offered attendees a place to stay in their apartment, along with breakfast in the morning. They called the concept "AirBed & Breakfast."[10][11]
The initial experiment was a modest success — three guests stayed with them and paid $80 each. Encouraged, Chesky and Gebbia recruited a third co-founder, engineer Nathan Blecharczyk, to build a website for the service. The trio officially launched AirBed & Breakfast in 2008, timing the launch to coincide with the 2008 Democratic National Convention in Denver, where hotel rooms were again in short supply.[12]
The early days were marked by significant struggle. Chesky and his co-founders famously sold novelty cereal boxes — "Obama O's" and "Cap'n McCains" — during the 2008 presidential campaign to fund the company when venture capital was not forthcoming.[13] The company was accepted into Y Combinator's Winter 2009 batch, which provided crucial mentorship and a small amount of seed funding. Shortly thereafter, the company shortened its name from AirBed & Breakfast to Airbnb.
Growth and Expansion of Airbnb
Under Chesky's leadership as CEO, Airbnb grew rapidly throughout the early 2010s. The company expanded from its origins in the United States to become a global platform, with listings in hundreds of countries. Chesky's background in design informed the company's relentless focus on user experience, and he has cited Steve Jobs as a major influence on his management philosophy, particularly the idea that attention to detail is essential to creating exceptional products.[14]
Airbnb's growth placed Chesky at the center of debates about the emerging sharing economy. New York Times columnist Thomas L. Friedman highlighted Airbnb and Chesky in a 2013 column titled "Welcome to the 'Sharing Economy,'" which examined how platforms that facilitated peer-to-peer transactions were reshaping industries.[15] By 2011, Airbnb had attracted the attention of prominent investors and was attending events such as the Sun Valley Conference, signaling its arrival among the elite of the technology industry.[16]
The company's rapid ascent was not without crisis. Chesky has spoken publicly about a pivotal moment in Airbnb's history when the company faced a serious challenge to public trust. He described this as "the moment I really became a CEO," referring to a period in which he had to take personal responsibility for addressing concerns and restoring confidence in the platform.[17] This crisis led to the implementation of new safety measures and policies, including a host guarantee program, and reshaped how Chesky approached leadership. He later reflected that the experience transformed him from a co-founder into a true chief executive by forcing him to make difficult decisions under pressure and to communicate transparently with Airbnb's community of hosts and guests.[18]
Public Offering and Pandemic Response
The COVID-19 pandemic in 2020 presented an existential threat to Airbnb's business. International travel came to a near standstill, and the company was forced to lay off approximately 25 percent of its workforce. Chesky's management of the crisis, including his decision to write a detailed public letter to laid-off employees explaining the rationale, was covered by major business outlets.[19]
Despite the pandemic's disruption, Airbnb proceeded with its long-anticipated initial public offering (IPO) in December 2020. The company's shares opened at $146, more than double the IPO price, in one of the most successful public offerings of the year. As CEO and a significant shareholder, Chesky saw his personal financial profile rise substantially following the IPO.[20]
Leadership Philosophy and Management Style
Chesky has articulated a distinctive management philosophy that draws on his design background. He has described himself as a hands-on leader who is closely involved in product decisions, a style he has compared to that of Steve Jobs at Apple Inc. In a January 2026 interview with Fortune, Chesky discussed how Jobs's example demonstrated that close involvement in details — sometimes characterized as micromanagement — can help employees "think bigger and move faster" rather than constraining them.[21]
In February 2026, Chesky spoke publicly about his views on work-life balance for chief executives, stating that "CEOs don't have to be miserable" and advising leaders not to "apologize for how you want to run your company." He disclosed that he had banned morning meetings at Airbnb as part of his approach to structuring his workday in a sustainable manner.[22]
Artificial Intelligence Strategy
Beginning in the mid-2020s, Chesky positioned artificial intelligence as a central element of Airbnb's corporate strategy. In February 2026, he stated publicly that AI is "the best thing that ever happened to" Airbnb, and issued a warning to other founders: "If you don't disrupt yourself, someone else will."[23] He elaborated on how AI-driven innovation and automation were contributing to Airbnb's growth, signaling a shift in how the company approached both its consumer-facing products and its internal operations.[24]
In January 2026, Airbnb announced the hiring of Ahmad Al-Dahle, formerly the head of generative AI at Meta Platforms, as its new Chief Technology Officer. Chesky described the appointment as part of an effort to "do AI right for travel and e-commerce," suggesting that the company intended to integrate AI deeply into its platform rather than simply adding superficial features.[25]
Chesky also noted that Airbnb was finding more revenue from AI chatbots than from traditional search engines, a claim that attracted significant attention in the technology industry. He specifically referenced Google, suggesting that AI-powered discovery tools were proving more effective for Airbnb's customer acquisition than conventional search advertising.[26]
Personal Life
Chesky is of Polish American descent.[27] He resides in San Francisco and has spoken about the unusual nature of his living situation as the CEO of a home-sharing platform, noting that he himself has lived in various Airbnb listings to better understand the host and guest experience.
In 2016, Chesky joined The Giving Pledge, an initiative founded by Warren Buffett and Bill Gates that asks billionaires to commit the majority of their wealth to philanthropy during their lifetimes or in their wills. Chesky was among the youngest individuals to sign the pledge at that time, and Airbnb co-founders Gebbia and Blecharczyk joined alongside him.[28]
Chesky has also been involved in education-related philanthropy. He partnered with the Obama Foundation to launch a scholarship program funded by a $100 million commitment, aimed at providing educational opportunities to young people.[29]
Recognition
Chesky has received numerous accolades reflecting his influence in the business and technology sectors. In 2015, Time magazine named him one of the 100 Most Influential People in the World.[30] The recognition placed him alongside heads of state, cultural figures, and other technology leaders, underscoring the degree to which Airbnb had disrupted the hospitality industry within less than a decade of its founding.
In 2015, Chesky was among entrepreneurs celebrated at the White House as part of an event highlighting entrepreneurship and innovation. The event, organized by the Obama administration, recognized the role of companies like Airbnb in driving economic growth and job creation.[31]
In 2016, Forbes included Chesky on its list of America's Richest Entrepreneurs Under 40.[32] In 2018, the San Francisco Business Times named him Bay Area Executive of the Year, recognizing his leadership of one of the region's most prominent companies.[33]
Chesky has also been recognized for his contributions to design. He has returned to RISD as a keynote speaker, reflecting his continued ties to the institution and his status as one of its most prominent alumni.[34]
Legacy
Brian Chesky's impact extends beyond Airbnb as a company to encompass broader changes in how people travel, use their homes as economic assets, and participate in what has been termed the sharing economy. The concept of renting out spare rooms or entire homes to strangers, which seemed radical when Airbnb launched, has become normalized in large part because of the platform Chesky co-founded. Thomas Friedman's characterization of the sharing economy in The New York Times pointed to Airbnb as a defining example of how technology could create new forms of economic participation.[35]
Chesky's background as a designer rather than an engineer or business school graduate has itself been influential, serving as a case study for the value of design thinking in technology entrepreneurship. His career trajectory — from RISD graduate to CEO of a publicly traded company valued at tens of billions of dollars — has been cited as evidence that nontraditional backgrounds can be assets in the technology industry. In a 2026 appearance on the Design Matters podcast, Chesky discussed how Airbnb "began with airbeds and grew into a worldwide community built on trust," emphasizing the role of design principles in building the company's culture and product.[36]
His philanthropic commitments, including The Giving Pledge and the $100 million scholarship program with the Obama Foundation, have positioned him among a cohort of technology executives who have sought to direct their wealth toward social causes.[37] As of the mid-2020s, Chesky's focus on artificial intelligence suggests that he is positioning Airbnb, and himself, at the forefront of the next major technological shift in the travel and hospitality industries.
References
- ↑ "Airbnb Cofounders Join Buffett and Gates' Giving Pledge".Fortune.2016-06-01.https://fortune.com/2016/06/01/airbnb-cofounders-join-buffett-and-gates-giving-pledge/.Retrieved 2026-02-23.
- ↑ "Airbnb CEO says AI is 'the best thing that ever happened to' his company".Fortune.2026-02-17.https://fortune.com/2026/02/17/airbnb-ceo-brian-chesky-says-ai-best-thing-ever-happened-company-warns-other-founders-get-onboard-or-else/.Retrieved 2026-02-23.
- ↑ "Brian Chesky, Airbnb CEO — Life Story in Photos".Business Insider.2017-07.https://www.businessinsider.com/brian-chesky-airbnb-ceo-life-story-photos-2017-7.Retrieved 2026-02-23.
- ↑ FriedmanThomas L.Thomas L."Welcome to the 'Sharing Economy'".The New York Times.2013-07-21.https://www.nytimes.com/2013/07/21/opinion/sunday/friedman-welcome-to-the-sharing-economy.html.Retrieved 2026-02-23.
- ↑ "Brian Chesky of Airbnb, on Scratching the Itch to Create".The New York Times.2014-10-12.https://www.nytimes.com/2014/10/12/business/brian-chesky-of-airbnb-on-scratching-the-itch-to-create.html.Retrieved 2026-02-23.
- ↑ "Brian Chesky of Airbnb, on Scratching the Itch to Create".The New York Times.2014-10-12.https://www.nytimes.com/2014/10/12/business/brian-chesky-of-airbnb-on-scratching-the-itch-to-create.html.Retrieved 2026-02-23.
- ↑ "Airbnb Co-Founder, CEO and Head of Community Brian Chesky to Deliver Keynote".Rhode Island School of Design.https://www.risd.edu/news/for-press/press-releases/airbnb-co-founder-ceo-and-head-community-brian-chesky-deliver-keynote.Retrieved 2026-02-23.
- ↑ "Design Matters: Brian Chesky".PRINT Magazine.2026.https://www.printmag.com/podcasts/2026/design-matters-brian-chesky/.Retrieved 2026-02-23.
- ↑ "Brian Chesky of Airbnb, on Scratching the Itch to Create".The New York Times.2014-10-12.https://www.nytimes.com/2014/10/12/business/brian-chesky-of-airbnb-on-scratching-the-itch-to-create.html.Retrieved 2026-02-23.
- ↑ FriedmanThomas L.Thomas L."Welcome to the 'Sharing Economy'".The New York Times.2013-07-21.https://www.nytimes.com/2013/07/21/opinion/sunday/friedman-welcome-to-the-sharing-economy.html.Retrieved 2026-02-23.
- ↑ "Brian Chesky".Fortune.https://fortune.com/longform/brian-chesky-airbnb/.Retrieved 2026-02-23.
- ↑ "Brian Chesky".Fortune.https://fortune.com/longform/brian-chesky-airbnb/.Retrieved 2026-02-23.
- ↑ "Brian Chesky, Airbnb CEO — Life Story in Photos".Business Insider.2017-07.https://www.businessinsider.com/brian-chesky-airbnb-ceo-life-story-photos-2017-7.Retrieved 2026-02-23.
- ↑ "Airbnb CEO says Steve Jobs taught him that obsessing over details isn't about control—it's about helping people think bigger and move faster".Fortune.2026-01-23.https://fortune.com/2026/01/23/airbnb-ceo-brian-chesky-says-steve-jobs-micromanager-good-for-workers-holding-gen-z-careers-back/.Retrieved 2026-02-23.
- ↑ FriedmanThomas L.Thomas L."Welcome to the 'Sharing Economy'".The New York Times.2013-07-21.https://www.nytimes.com/2013/07/21/opinion/sunday/friedman-welcome-to-the-sharing-economy.html.Retrieved 2026-02-23.
- ↑ "The New Sun Valley Start-Ups".The New York Times DealBook.2011-07-07.https://web.archive.org/web/20180128132809/https://dealbook.nytimes.com/2011/07/07/the-new-sun-valley-start-ups/.Retrieved 2026-02-23.
- ↑ "Airbnb boss shares 'the moment I really became a CEO'—it helped save my company during a 'moment of truth'".CNBC.2026-01-20.https://www.cnbc.com/2026/01/20/airbnb-boss-brian-chesky-shares-the-moment-i-really-became-a-ceo.html.Retrieved 2026-02-23.
- ↑ "Airbnb boss shares 'the moment I really became a CEO'—it helped save my company during a 'moment of truth'".CNBC.2026-01-20.https://www.cnbc.com/2026/01/20/airbnb-boss-brian-chesky-shares-the-moment-i-really-became-a-ceo.html.Retrieved 2026-02-23.
- ↑ "Brian Chesky".Fortune.https://fortune.com/longform/brian-chesky-airbnb/.Retrieved 2026-02-23.
- ↑ "America's Richest Entrepreneurs Under 40 2016".Forbes.2016-12-12.https://www.forbes.com/sites/luisakroll/2016/12/12/americas-richest-entrepreneurs-under-40-2016/.Retrieved 2026-02-23.
- ↑ "Airbnb CEO says Steve Jobs taught him that obsessing over details isn't about control—it's about helping people think bigger and move faster".Fortune.2026-01-23.https://fortune.com/2026/01/23/airbnb-ceo-brian-chesky-says-steve-jobs-micromanager-good-for-workers-holding-gen-z-careers-back/.Retrieved 2026-02-23.
- ↑ "Airbnb's Brian Chesky says CEOs don't have to be 'miserable'".Fortune.2026-02.https://fortune.com/article/airbnb-ceo-brian-chesky-work-life-balance-ceos-dont-have-to-be-miserable-banned-morning-meetings/.Retrieved 2026-02-23.
- ↑ "Airbnb CEO says AI is 'the best thing that ever happened to' his company".Fortune.2026-02-17.https://fortune.com/2026/02/17/airbnb-ceo-brian-chesky-says-ai-best-thing-ever-happened-company-warns-other-founders-get-onboard-or-else/.Retrieved 2026-02-23.
- ↑ "Why is Airbnb CEO Brian Chesky All-In On AI?".Business Chief.2026-02-18.https://businesschief.com/news/why-is-airbnb-ceo-brian-chesky-all-in-on-ai.Retrieved 2026-02-23.
- ↑ "Airbnb CEO Brian Chesky on new CTO: We have an opportunity to do AI right for travel and e-commerce".CNBC.2026-01-14.https://www.cnbc.com/video/2026/01/14/airbnb-ceo-brian-chesky-on-new-cto-we-have-an-opportunity-to-do-ai-right-for-travel-and-e-commerce.html.Retrieved 2026-02-23.
- ↑ "Google, you are not 'good enough' to get 'more business' for Airbnb, says CEO Brian Chesky".The Times of India.2026-02-18.https://timesofindia.indiatimes.com/technology/tech-news/google-you-are-not-good-enough-to-get-more-business-for-airbnb-heres-what-ceo-says-gets-him-more-revenues-now/articleshow/128491325.cms.Retrieved 2026-02-23.
- ↑ "Ruth Bader Ginsburg, Amy Schumer and Bibi Make Time 100".The Forward.https://forward.com/schmooze/218726/ruth-bader-ginsburg-amy-schumer-and-bibi-make-time/.Retrieved 2026-02-23.
- ↑ "Airbnb Cofounders Join Buffett and Gates' Giving Pledge".Fortune.2016-06-01.https://fortune.com/2016/06/01/airbnb-cofounders-join-buffett-and-gates-giving-pledge/.Retrieved 2026-02-23.
- ↑ "Obama Foundation, Brian Chesky Launch $100 Million Scholarship Program".Philanthropy News Digest.https://philanthropynewsdigest.org/news/obama-foundation-brian-chesky-launch-100-million-scholarship-program.Retrieved 2026-02-23.
- ↑ "Brian Chesky — 2015 TIME 100".Time.2015.http://time.com/3822568/brian-chesky-2015-time-100/.Retrieved 2026-02-23.
- ↑ "Airbnb, Kind Snacks — White House Celebrates Entrepreneurs Around the World".The White House.2015-05-11.https://obamawhitehouse.archives.gov/blog/2015/05/11/airbnb-kind-snacks-white-house-celebrates-entrepreneurs-around-world.Retrieved 2026-02-23.
- ↑ "America's Richest Entrepreneurs Under 40 2016".Forbes.2016-12-12.https://www.forbes.com/sites/luisakroll/2016/12/12/americas-richest-entrepreneurs-under-40-2016/.Retrieved 2026-02-23.
- ↑ "2018 Bay Area Executive of the Year: Airbnb's Chesky".San Francisco Business Times.2018-12-18.https://www.bizjournals.com/sanfrancisco/news/2018/12/18/2018-bay-area-executive-of-the-year-airbnb-chesky.html.Retrieved 2026-02-23.
- ↑ "Airbnb Co-Founder, CEO and Head of Community Brian Chesky to Deliver Keynote".Rhode Island School of Design.https://www.risd.edu/news/for-press/press-releases/airbnb-co-founder-ceo-and-head-community-brian-chesky-deliver-keynote.Retrieved 2026-02-23.
- ↑ FriedmanThomas L.Thomas L."Welcome to the 'Sharing Economy'".The New York Times.2013-07-21.https://www.nytimes.com/2013/07/21/opinion/sunday/friedman-welcome-to-the-sharing-economy.html.Retrieved 2026-02-23.
- ↑ "Design Matters: Brian Chesky".PRINT Magazine.2026.https://www.printmag.com/podcasts/2026/design-matters-brian-chesky/.Retrieved 2026-02-23.
- ↑ "Obama Foundation, Brian Chesky Launch $100 Million Scholarship Program".Philanthropy News Digest.https://philanthropynewsdigest.org/news/obama-foundation-brian-chesky-launch-100-million-scholarship-program.Retrieved 2026-02-23.
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