Reddit reviews Breaking Into Freelance Illustration: A Guide for Artists, Designers and Illustrators
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Illustrator here - Decide if you REALLY REALLY REALLY want to freelance as an artist, because the honest truth is that you might never be able to freelance professionally full time, even if you are INSANELY talented, because convincing people to buy squiggles you make is very difficult to do.
Anyway, everything you need to know to starts with this question:
Who are you selling your work to?
From there, everything comes into place. Selling illustrations to businesses is a DIFFERENT business model than selling to consumers. Selling your illustrations to children book companies is DIFFERENT than selling to Tech companies. Selling your illustrations to old cat ladies requires A TOTALLY DIFFERENT DISTRIBUTION SYSTEM from selling your illustrations to metalheads.
"But I want EVERYONE to buy my illustrations!"
HAHAHAHA! Forget illustration, you should be a stand-up comedian, kid!
Read these:
Inside the Business of Illustration, by Marshall Arisman and Steven Heller
Breaking into Freelance Illustration, by Holly Dewolf
2013 Artist's & Graphic Designers Market