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SAN FRANCISCO—Airbnb, Inc. (NASDAQ:ABNB) CEO and Chairman Brian Chesky has recently sold a significant portion of his holdings in the company, according to a regulatory filing. On May 29, 2025, Chesky executed a series of transactions involving the sale of Class A common stock, amounting to a total of 8,000 shares. The company currently trades at a market capitalization of approximately $80 billion, with impressive gross profit margins of 83%.
The sales were conducted under a pre-established Rule 10b5-1 trading plan, which was adopted on February 27, 2025. The shares were sold in three separate transactions, with prices per share ranging from $127.8429 to $129.3821. The total value of these transactions reached approximately $1.03 million. While the CEO’s sale might raise eyebrows, InvestingPro data shows management has been actively buying back shares, and the company maintains a strong balance sheet with more cash than debt.
Following these transactions, Chesky’s direct and indirect ownership stands at 11,701,685 shares directly and 114,354 shares indirectly through the 2016 Legacy Trust B. Additionally, 40,800 shares remain indirectly owned through the 2019 Trust.
This move comes as part of Chesky’s ongoing financial strategy and does not necessarily indicate any change in his long-term commitment to Airbnb.
In other recent news, Airbnb Inc . has faced several developments that could impact investor perspectives. The company reported changes in its stock ratings, with Truist Securities downgrading Airbnb to a Sell rating and reducing the price target to $106.00, citing valuation concerns and adjusted earnings projections for 2025 and 2026. Meanwhile, Bernstein maintained an Outperform rating with a $185.00 target, highlighting Airbnb’s strategic focus on growth and investment in artificial intelligence to enhance customer service. BTIG kept a Neutral rating, noting a slowdown in Airbnb’s performance compared to its competitors, such as Booking Holdings (NASDAQ:BKNG) and Expedia (NASDAQ:EXPE) Group.
Additionally, DA Davidson reaffirmed a Buy rating with a $155.00 target, acknowledging Airbnb’s new product releases aimed at enriching guest experiences. In another significant development, Spain has ordered Airbnb to remove over 65,000 listings that allegedly violate regulations, part of a broader effort to address the housing crisis. The Consumer Rights Ministry pointed out issues with license numbers and the identification of property owners, prompting Airbnb to announce plans to appeal the decision. These recent developments reflect a mix of strategic initiatives, regulatory challenges, and varying analyst perspectives on Airbnb’s future performance.
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