Good example even if he didn't own that specific one. Back in 1998, no-one really knew or understood how the internet worked and we didn't have good search engines people would actually randomly type "pets.com" into their browser if they wanted to find out something about pets. Company's had mad VC money they were throwing at what later turned out to be positively horrible ideas and the few people who had snapped up domain names were able to sell them to the pets.com's of the world for crazy amounts. Flash forward two years to 2000 and pets.com is bankrupt. Flash forward 20 years to today and pets.com is a site making money because of the brand and fact they sell pet supplies and while their domain is part of their brand it's not what they earn their revenue from. I can tell you that No1Pets.com is worth exactly nothing on it's own, nor any other variation on pets.com. It's not 1999 any more, domains that haven't already had a brand built around them are on their own worthless and everyone knows it.
The ultimate irony is the the most recognizable and arguably valuable URL in the world is a made-up word derived from the word for 10^100, or as we know it today, google.com.
whitehouse.com !!!!