[zerostar07]

That's all good if you are an notable evangelist like Spolsky, but i think it's best to use something at least vaguely descriptive. Sure, people can remember the 7 most popular sites on the net, but for the rest it's best to choose something that can come up easily when you struggle to remember the freaking name of that service. For example, Picplz=obvious, groupon=sort of obvious, Quora=might come up when thinking "questions". I prefer to pick the site subject and add a funny/fuzzy or non-english suffix for my projects, e.g. projectilo.com, noteplz.com, mapifier.com etc.

[jethroalias97]

Although a less descriptive name allows you to adapt your service more easily. If amazon started as onlinebooks.com it would have made the migration to online everything + AWS + kindle + everything else more difficult.

[zerostar07]

on the other hand if evernote had a captcha-looking name i 'd never have stumbled upon it.

[alnayyir]

Optimizing for the wrong problem.