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Meet the India origin techie who bought 'chat.com' and sold it to ChatGPT

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Dharmesh Shah, the Indian-origin entrepreneur and HubSpot co-founder, recently made headlines after selling the coveted domain name, chat.com, to OpenAI for a sum reportedly exceeding $15 million. The sale of this premium URL marks a significant moment in the tech world, as OpenAI's CEO Sam Altman confirmed that the domain now redirects to ChatGPT, the company's flagship product.

A Strategic Purchase: Why Shah Bought Chat.com

Shah, who is widely recognized for his role as the CTO of HubSpot, initially purchased chat.com in early 2023 for $15.5 million. In a bold move, he quickly resold the domain a few months later without disclosing the buyer's identity or the final sale price. However, he did mention that he sold the domain for more than what he paid for it, making it one of his most lucrative deals in the domain trading space.

In a post on LinkedIn when he first bought the domain, Shah explained the reasoning behind the purchase. "I believe Chat-based UX (#ChatUX) is the next big thing in software. Communicating with computers and software through natural language is far more intuitive, thanks to generative AI," he wrote. Shah saw immense potential in the domain, which was short, memorable, and perfectly aligned with the future of AI-driven communication.

The Payment: Cash or Shares?

Following the sale, Shah shared on X (formerly Twitter) that OpenAI was the buyer, and he hinted that the payment might have been made in the form of shares rather than cash. "I have known Sam Altman for over a decade, long before OpenAI even existed," Shah remarked. "I don’t like profiting off people I consider friends, and I’ve always wanted to own OpenAI shares."


Shah’s sentiments indicate a deep connection to the company and its mission, which aligns with his vision of the future of technology. "Chat.com is a brilliant domain that will inspire someone (not me) to build a massively successful product or company," he added.

The acquisition of chat.com is part of OpenAI's broader strategy to rebrand itself and make its products more accessible to a global audience. The move away from the “GPT” in the domain name comes on the heels of OpenAI’s announcement of its new series of reasoning models, starting with "o1." Former chief research officer Bob McGrew explained that these new names were intended to be “more sane” and better communicate the company’s evolving focus.

The Growing Value of Vanity Domains

The sale also highlights the growing importance of “vanity domains” in the tech industry. Similar to other high-profile domain transactions, such as AI startup Friend’s $1.8 million purchase of friend.com, this deal underscores the value placed on short, memorable, and marketable domain names. While OpenAI's recent funding round of $6.6 billion means that spending over $10 million on a domain is a relatively small investment, the strategic acquisition of chat.com shows the company's commitment to creating a seamless user experience.
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