[bravo_sierra]

MacPorts can be hard to grep if you haven't used a BSD before (not that it's great anyway), and Fink is a bit more painful than apt et al.

If you're on OSX, the ace up it's sleeve is Homebrew[1]. Definitely the easiest package management system anywhere.

[1]: http://github.com/mxcl/homebrew

[spacemanaki]

I'd forgotten about Homebrew but found it again when I went hunting for the earlier discussion on HN... I'll definitely be checking it out soon, thanks.