My wife and both of our therapists are on board with the idea of it. I'm just a little more hesitant. I've always had a job/gig/clients (except 2 months in 2008

My wife and both of our therapists are on board with the idea of it. I'm just a little more hesitant. I've always had a job/gig/clients (except 2 months in 2008). I'm a product development consultant (well I was, before my current role of ASP.Net code monkey), so getting new clients TODAY is difficult -- why I'm a code monkey. We've always used my income to pay for our extravagances (multiple European vacations per year, a healthy retirement account, never having to look at the bank before we buy something, etc), so this will be different. Which has caused me to be a little hesitant.