I maintain a fairly small portfolio of domain names – fewer than 2,000 in total. Part of the reason for this is to keep my overhead costs low. Even with a relatively small domain name portfolio, it doesn’t make sense to carry domain names that I don’t think have a good chance of ever selling. Deciding what to let go is difficult.
For the most part, I don’t let many domain names expire. If something about a domain name caught my eye and I bought it, that luster usually continues to exist. I usually let a couple of handfuls of domain names expire each year because there’s almost no chance of them selling. For instance, earlier this year I let a domain name with the word “Famer” in it expire because I bought it thinking the word was Farmer – whoops.