Sally Kohn: Freelancing throws you into learning how to run your own business. She says the biggest risk, she thinks, of going freelance is not getting enough clients. So in general, her recommendation for someone looking at freelancing is to dip their toe in the water and see what it's like. For those who want to go full time, they could make double or triple as much if they work 20 hours a week with one client every two months.

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