Agreed. The value of something hyper-specific and enterprise-sounding (webserver.com) is dubious at best. In the B2B sales and service business, having a generic domain name doesn't carry much upside, and what little measurable upside it does confer will be outweighed by downsides (such as the difficult registration and enforceability of the trademark).

Apropos of nothing, a domain like truestory.com is an interesting tossup. At the expected going rate of $25k+, it doesn't appear to make a lot of sense. But if someone were going to buy this name and develop it as a blogging or magazine format, I could see some value (again, barring trademark difficulties). As a writer and aspiring publisher, I'd scoop up this domain if it were priced within reason: say, the $1k-$5k range, tops. As a businessman, I'm a little gun-shy about the price tag.