[ydt]

I've been doing freelance/contract work since 2004. My advice would be to start by doing hourly contract work through agencies/recruiting firms. It's not glamorous, but it initially saves you from having to worry about sales and collecting the money, perhaps the two most stressful parts of freelancing. You'll get a check every two weeks and develop contacts in different organizations. Find an accountant that specializes in professional services and set yourself up as an LLC and do the work with a corp-to-corp arrangement. Once you get comfortable and have some reliable clients you can cut out the middlemen.