Airbnb may have found its stride, and in a period of rapid change it pays to back the companies that are executing. On the Q2 call, CEO Brian Chesky said the company is innovating faster than it ever has. x.comÂ
Scott R. Grossman
Founder of Vindico Capital, Consumer-Sector Investor
Airbnb is finally getting respect for one of the largest moats around. It is founder-led and innovating, buys back 2-3% of its float a year with a very high free-cash-flow margin, and shows consistent growth across all key and emerging markets. x.comÂ
Airbnb is heading toward becoming an AI-native travel platform with inventory nobody else has. Q2 gross booking value rose 16% year over year, with $27.2 billion of bookings, as experiences and services attach to the core and hotels gain traction. As shoppers move to AI-native search, Airbnb's largely non-commodity inventory positions it well, and adding commoditized hotels and car rentals lets it connect trips end to end. x.com x.comÂ
Airbnb is a value trap. The stock has been flat for five years, and signs of the promised revenue acceleration from new products are limited. Now CEO Brian Chesky is starting a new AI lab to develop models while remaining CEO, per @negligible_cap, a side project that shareholders should find annoying. x.com x.comÂ
Airbnb's cash-flow story should drive a run in 2026-2028 like Uber's, which climbed from $19 to $80 between 2022 and 2024. x.comÂ
Airbnb's long underperformance is ending: it was too expensive at its IPO and has had to work through and digest those expectations, which is about to change. x.comÂ
Airbnb is losing ground to hotels and other aggregators that compete without hidden fees. Over five years, Marriott returned 173% and Hilton 163% versus 18% for Airbnb, per @Fiscal_ai. x.comÂ
Companies without true innovators at the top will be crushed in the AI era, which favors innovator-led companies like Block, Zoom, Zillow, Airbnb, Clear Secure and Okta. @nachunja notes Jack Dorsey pushed Block toward open-source models in 2023, having lived through Square's early dependence on Visa, so Block won't casually accept concentrated token-supplier risk from Anthropic or OpenAI. x.comÂ
Airbnb faces far less risk from AI shopping agents than online travel agencies or ad-driven e-commerce. It has no real ad revenue or paid placements, so changes in how people use the network matter less, and hosts and guests still want an intermediary for insurance, communications, arbitration and working capital. Individual hosts building their own agent-ready booking systems is a long way off, and many businesses may block agents to protect revenue, limiting what agents can see. x.com x.comÂ
Airbnb's turn to American Express suggests it is about to abuse shareholders. American Express is the new Costco, where dying brands go to rot. x.com x.comÂ
Booking Holdings faces a valid long-term bear case as AI agents could take a share of the 13-18% online travel take rate. Testing Meta's Muse and Instinct for a hotel search showed them drawing on Booking and Expedia inventory for now, but agents could eventually build direct ties with long-tail hotels, better reviews and pre- and post-booking service at lower fees. OTAs' own agents look mediocre and lack users' context. At 13x 2027 EPS it tempts as a contrarian long, but looks too tough. x.com … Show more