Theres a very good article on the “postion:relative” blog titled “The Biggest Challenges Facing Independant Designers”. Just substitute the words “freelance illustrators” instead of “independant designers”, and it’s a good summary of the stuff they don’t tell you in art school when you are considering a freelance career. Not that I’m complaining. I abolutely love freelancing and I’m very thankful that I have been able to make a modest living doing what I love. But every once in a while I get asked for advice from someone who is considering going freelance. This article pretty much sums up what I would say.
(Thanks to NO!SPEC for the link.)