Here's another, anecdotal datapoint: I have been involved in the Internet for nearly as long. But it's been helping family, friends, small businesses, colleges, religious institutions, and refugees in camps. I've worked with entrepreneurs both new and established, struggling to make a presence on the Internet and finding that their first 20 choices were only available at an aftermarket premium. The result is that they either had to:
- change their brand name to suit the available names (this has happened more than once)
- agonize over whether to settle for a domain name using hyphens
- pay a lesser premium in a new TLD they don't know is fully reachable
- resign themselves to having a non-memorable (ie, shitty) domain and using other strategies to lead people to them.