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You can probably guess the domain name that’s making Anguilla millions

It's all thanks to the latest tech boom.

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Jacob Roach / Digital Trends

Anguilla got lucky. Really lucky. When countries were being assigned nation-specific domain names decades ago during the early days of the internet, Anguilla’s “.ai” attracted very little attention. But fast forward 40 or so years and it’s suddenly turned into a serious cash cow for the tiny Caribbean island. And it doesn’t take a genius to work out why.

Thanks to a massive surge of interest in artificial intelligence (AI) that was kick-started by OpenAI with the launch of the generative-AI ChatGPT chatbot in 2022, a rush of individuals, businesses, and organizations have been paying Anguilla top dollar to register new websites with the .ai domain name, BBC News reported this week. 

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The BBC cites the example of U.S. tech entrepreneur Dharmesh Shah, who reportedly forked out a whopping $700,000 for the “you.ai” address that at some point will showcase a new AI-focused product. 

While Anguilla gets most of its income from tourism, the hurricane season can cause serious disruption to the flow of inbound travelers. It’s true that most customers purchasing a .ai domain are spending nowhere near as much as Shah, but the cumulative effect of all of the extra business — there are now 850,000 .ai registrations compared to just 50,000 five years ago — is creating useful revenue for Anguilla, a British Overseas Territory. 

Indeed, the BBC’s report notes that last year alone, Anguilla earned 105.5 million East Caribbean dollars (about $39 million) by selling domain names — that’s equal to almost a quarter of its total revenue for 2024. It’s even edging toward the amount brought in by tourism, which accounts for 37% compared to the domain’s 23%. 

Anguilla is able to make some big sales because it held onto what it believed were ultra-premium names — like you.ai — and later released them at auction or set its own prices.

Trevor Mogg
Contributing Editor
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