I’ve been investing in domain names as a full time career since late 2007. I have bought my fair share of solid domain names, and I have also missed out on some good deals. Some seemed overpriced at the time, but looking back on things now, I wish I had pulled the trigger.
One strategy I try to employ is that I would rather pay a bit more than I think a domain name is worth wholesale rather than risk losing it to a colleague or competitor. If a domain name has such strong resale potential, the few hundred or few thousand dollars more it takes to buy it should not be an obstacle. In practice, it is very hard to do this without spending far too much money because it can be tough to determine where to draw the line.
Andy Booth started a Twitter thread asking people to list the one name that got away. Mine would probably be Values.com, which I previously wrote about Here’s Andy’s thread: