So, you’ve been fantasizing about taking the big leap in the freelance world. Maybe the three days at Weapons of Mass Creation Fest was just the little push over the edge you needed. Maybe the current job market looks so grim, that making it on your own seems like the best solution. Or is it that you just cannot stand living to create something you don’t believe in one minute longer?

You’re not alone. We chatted a bit with freelance designer Dan Stiles, known for his vibrant, bold and bright screen-print art prints and rock music posters honoring such acts as The Decemberists, Death Cab for Cutie, Ray Lamontagne and Sonic Youth, about his decision to dive in head first. Rena Tom, of Makeshift Society in San Francisco (a sweet co-working space and clubhouse for creative freelancers), also contributed. And lastly, we drew some gems of knowledge from both our experience here at Go Media and Bill Beachy’s book, Drawn to Business.