Is "domain investing" a good idea?

Episode 1198 (24:02)

Aiden from Hobbes, NM

Aiden wants to know if investing in domain names is a good idea. Leo says that domain investing is just a fancy term for domain squatting. Leo doesn't think this is a legit practice. It's also risky as the ICANN can award trademarked domains to the trademark owner for free, leaving him out in the cold. Generic terms can be a risk, but he'd only need one to pay off for it to succeed.