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Ammar Kubba Rings Up Record-Breaking $750,000 Sale of Wisdom.ai With Grit Brokerage Helping Buyer Acquire Dream Domain  

Over the past 20 years Ammar Kubba has put together a stunning string of successful ventures and investments. That hot streak continues with his latest landmark sale - Wisdom.ai at $750,000, making it the highest publicly reported .ai sale on record, topping the $700,000 paid for You.ai in 2023. 

The buyer is an  innovative company founded by experts in AI, data analytics, and enterprise software. They called on Brian Harbin and his team at Grit Brokerage to help them acquire the domain. While they gave him a big budget to work and Brian and Ammar had already known each other for years, the 

Image from Bigstock

acquisition was no slam dunk because the domain was one Ammar had a strong personal attachment to. In fact Brian told me that he and Maureen Sullivan at Grit spent two years working with the buyer before finally closing a deal.  

Ammar Kubba

 

Brian Harbin
Grit Brokerage Founder

I knew that a thought-provoking domain like Wisdom.ai would be right up Ammar's alley because his personal blog is at AfterTHOUGHT.com and he describes himself as an entrepreneur, investor, adviser and lifelong learner (with the latter no doubt being the most important to him of the four). While it is not surprising that Wisdom.ai would catch his eye, he did have some doubts about that flirtation when it began seven years ago - long before the current .ai boom. 

Ammar told me, "I acquired the domain in 2018 in a Park.io auction. It was my first .ai acquisition, and I recall second-guessing my decision to spend that much on a virtually unknown extension with no end user adoption. The domain only got a handful of inquiries over the first five years I owned it, and then in 2023, interest started ramping up. That's around the time when Brian first reached out on behalf of his buyer. We weren't able to come to terms at that time, so I assumed his client had decided to move on. Then, a few months ago, Brian reached out again and over the next few weeks, we had some good conversations and eventually arrived at a number that worked for everyone."

Before that happy ending, Ammar re-priced the name several times, showing how ambivalent he was about letting go of a name that encapsulated what he is all about. "I originally bought Wisdom.ai because I loved the connotation and the combination of the SLD with the TLD, so I was in no rush to sell," Ammar concurred. "I suspect Brian (and his client) would tell you that I was quite rigid. In fact, I had originally priced the domain at $250,000 when I first acquired it, then raised it to $500,000, then to $750,000, and finally to $990,000. I saw the .ai market moving, and I adjusted accordingly. I'm pretty sure I left some money on the table, and I'm pretty sure the buyer paid more than they wanted to, but that's a win-win in my book. You can't always get what you want, but if you try sometimes, well, you just might find, you get what you need!" (Apparently, Ammar also needs to add "lifelong Rolling Stones fan" to his resume)!

Ammar had nothing but positive things to say about working with Brian and his team but I'm going to save those comments for a profile of Grit Brokerage that we were already working on as part of a NamesCon Global preview article that will be published on our home page this week. If you are heading to Miami for the conference next month, you can take advantage of the opportunity to meet Ammar and Brian in person there.

(Posted October 13, 2025) To refer others to the post above only (and not the full Lowdown column) you can use this URL:
https://www.dnjournal.com/archive/lowdown/2025/dailyposts/1013.htm

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