Sean D. Emory
Founding Partner & CIO of Avory & Co., Avory Foundational ETF (AVRY)
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 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
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 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
Alphabet's search business faces disruption as AI alternatives start to replace traditional searches, even though the shift has yet to hurt revenue. Search still grew 12%, as predicted, but this may be its last double-digit result. Early Uber use in San Francisco likewise preceded taxis losing share. Alphabet's impressive cloud growth accounts for only a quarter of revenue. x.com x.com x.com x.com x.com x.comÂ
AI price-comparison risk to Booking Holdings is a big nothing burger, since Google and Google Maps have offered comparisons for ages. Personal checks find Google showing no better price than Booking about two-thirds of the time, and saving a few euros is not worth another spam account or the lost time. Having all bookings in one app is also far more convenient than digging through a messy Gmail inbox. x.com x.comÂ
Airbnb is off-limits because AI agents could disrupt bookings. That view could change if the company adapts, pivots and proves it wrong. x.comÂ
Booking Holdings looks ridiculously cheap against its own history, and its business and moat inspire much more confidence than Uber's even with AI risk. Its P/FCF is 11.94, versus a ten-year median of 18.85. x.comÂ
Navan's post-Q2 selloff looked unwarranted against its growing corporate travel business. Gross booking value rose 45% to over $3 billion on new customers and expansion, while US business travel demand has surged. Rising operating costs and losses disappointed investors, but enterprises may increasingly seek AI-native travel tools that save time and money. 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
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
