Jack Dorsey’s First Tweet Sells As NFT For Approx. $3.7 Million
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Jack Dorsey’s First Tweet Sells As NFT For Approx. $3.7 Million

CEO of Malaysian blockchain company is winning bidder in auction launched by Twitter co-founder.

By Maria Armental
Tue, Mar 23, 2021 2:21pmGrey Clock 2 min

The first tweet that Twitter Inc. Chief Executive Jack Dorsey posted to the microblogging site in 2006 has sold as a nonfungible token for about $2.9 million (A$3.7 million), the latest digital collectible to haul in more than US$1 million amid a flurry of interest from buyers.

The winning bidder, Malaysia-based blockchain company Bridge Oracle CEO Sina Estavi, technically owns a digital certificate of the tweet—“just setting up my twttr,” according to Valuables, an NFT marketplace for buying and selling tweets that ran the auction. NFTs work on the blockchain, similar to cryptocurrencies like bitcoin, and serve as digital certificates of authenticity for everything from art to memes.

Mr Dorsey’s tweet itself will continue to live on Twitter, Valuables said, adding that the digital certificate is signed using cryptography and includes the tweet’s metadata such as when the tweet was posted.

“This is not just a tweet!” Mr Estavi tweeted Monday. “I think years later people will realise the true value of this tweet, like the Mona Lisa painting.”

Mr Estavi couldn’t be immediately reached for comment on Monday. He was also the highest bidder to secure an NFT of a tweet from Tesla Inc. CEO Elon Musk, but Mr Musk ultimately changed his mind.

Cryptocurrency investor Justin Sun, who paid a record US$4.6 million in a 2019 charity auction to have lunch with Warren Buffett, was the second-highest bidder for the NFT of Mr Dorsey’s first tweet.

A wide array of content creators have set their sights on the NFT market after Mike Winkelmann, a self-taught artist who goes by the professional name of Beeple, sold a digital image online at Christie’s for US$69.3 million, making him the third-most-expensive living artist after Jeff Koons and David Hockney.

The overall NFT market ballooned last year to at least US$338 million, from about US$41 million in 2018, according to NFT sales-tracking website NonFungible.com and L’Atelier, a research firm affiliated with BNP Paribas SA.

Mr Dorsey, a bitcoin advocate who also serves as CEO of Square Inc., launched the auction late last year, though bid values crossed the seven-figure mark over the past few weeks. The Twitter co-founder posted tweets showing auction proceeds being converted into bitcoin and sent to the nonprofit group GiveDirectly’s Africa Response project to offer emergency Covid-19 cash relief for families in Kenya, Rwanda, Liberia and Malawi.

Reprinted by permission of The Wall Street Journal, Copyright 2021 Dow Jones & Company. Inc. All Rights Reserved Worldwide. Original date of publication: March 22, 2021.



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AI-powered travel agents are challenging online booking platforms, but Airbnb’s exclusive listings and direct customer relationships could give it an edge. Its next challenge: turning repeat guests into loyal customers through stronger rewards and innovation.

By David Wainer
Tue, Oct 13, 2026 3 min

AI agents like Muse can already find you the cheapest hotel room in Paris. But they can’t locate a cheaper version of that Catskills cabin you’ve been eyeing, because it might only be available on Airbnb ABNB -1.43%decrease.

Investors should pay attention to that distinction. When Meta Platforms META 3.38%increase launched its Muse agent last month, travel stocks including Booking Holdings BKNG -1.19%decrease, Expedia and Airbnb all fell sharply.

Airbnb, though, has a real chance to emerge as a winner from the upheaval. The catch: Its stock already reflects above-industry growth. To justify its valuation, Airbnb will need to turn repeat customers into loyal ones.

Online travel companies make much of their money by simplifying search and collecting fees on bookings. AI agents threaten that model.

But not all travel marketplaces are equally exposed. Booking and Expedia largely sell hotel rooms that travelers can also book directly or through competing sites. If an agent can find the same room elsewhere, it has little reason to favor either Booking or Expedia.

Booking and Expedia also sell sponsored listings that steer travelers toward particular properties. Wells Fargo estimates those will account for about 8% of Expedia’s revenue and a much higher percentage of profit next year.

Airbnb has more ways to adapt. More than half its listings are available only on its platform, and more than 90% of its traffic comes directly to its app or website.

The customer relationship doesn’t end after booking, either. Bernstein analyst Richard Clarke notes that 90% of Airbnb guests go on to message their hosts about arrival times, keys or local taxes, giving Airbnb a connection to both sides of the transaction.

How the companies have responded to the possible agentic future is telling.

Expedia quickly signed on as a Muse partner. Airbnb hasn’t, and Chief Executive Brian Chesky says AI chatbots have so far been a boon, sending customers to Airbnb’s website.

Chatbots might work for buying paper towels, he quipped at a Skift conference last month, but people enjoy planning trips. He argued that browsing dozens of homes isn’t something a text-based chatbot is well suited for.

Still, the AI jitters arrived just as Airbnb was persuading investors it deserved its pricey multiple. For years after its 2020 initial public offering, the stock—which trades around 25 to 30 times forward earnings—went nowhere. Investors saw a mature operator trading at a growth premium.

This year, Airbnb growth seems to be accelerating. The stock jumped in August after the company raised its full-year revenue-growth guidance with its second-quarter results. Wells Fargo analyst Ken Gawrelski credits a run of product improvements under a revamped leadership team.

Among the changes: letting guests reserve now and pay later, adding hotels, and a redesigned home page and app. Investors were also betting on what comes next, including thousands more hotels, car rentals and, eventually, advertising.

The irony is that some of those growth drivers push Airbnb closer to the kind of business Booking and Expedia run—the kind of business AI agents could threaten. Even if AI agents capture a large share of travel planning and booking, Airbnb would capture the demand. But it and others would slowly lose control over how customers find and choose properties.

That would undermine the advertising opportunity investors are counting on. The bigger point for Airbnb and other marketplaces is that losing control of customer acquisition could mean surrendering some of their pricing power and margins.

To bulletproof itself, Airbnb might look to another e-commerce giant that has so far kept AI agents at arm’s length: Amazon.

Like Amazon, Airbnb has a loyal customer base and hard-to-match supply. But it has nothing like Prime membership to make customers think twice before taking their business elsewhere.

That is where loyalty comes in. Business travelers stick with Hilton or Marriott because enough nights earn them perks. Leisure travelers rarely accumulate stays with one chain. Airbnb has millions of listings and plenty of repeat customers, but no broad rewards program. It has begun experimenting with credits on hotel stays, but it should make loyalty a priority, not just a promotion.

Airbnb also plans to launch its own AI agent next year. But travelers using an agent might still want it to search Airbnb, Vrbo, Booking and hotel websites alike, rather than limit itself to one company’s inventory.

Eventually, Airbnb might have to strike deals with agent makers, using its unique homes as leverage to negotiate favorable terms, says Gawrelski. Such deals, along with rewards for loyal guests, could over the long term eat into the company’s roughly 13% take rate, he adds. But if they bring in enough additional bookings, the trade-off could be worthwhile.

History offers a reason not to panic. The shift from desktop to mobile unsettled investors in Alphabet and Amazon, but both emerged as major beneficiaries. Companies with valuable assets can come out of a platform shift stronger, if they adapt quickly enough.

Airbnb has homes the bots can’t easily replace. Now it needs to give guests a reason to insist on booking them there.