Not on the same scale as AI, but my first ever AirBnB host still owns harley.com. He made his money writing "The Yellow Pages of the Internet" physical books and had turned down numerous lucrative offers from Harley Davidson.

Really fascinating and quirky guy as you can probably infer from the site.

Similarly, the guy who owned nissan.com never sold out and continues to spite Nissan Motors even in death.

https://nissan.com/

You've got to actually use a trademark-adjacent domain in good faith though, otherwise you might get the rug pulled from under you.

https://www.roadandtrack.com/news/a69634055/75-million-dolla...