Subbing and will read through the entire thread when I have time!
I have been self-employed for the past 11 years as a translator. In our 20s we studied (working food/retail) and lived abroad for a while in a couple of countries, which was great. Came back to the States in 2001. We are not totally unjobbing now - when we came back, DH was a SAHD while I worked full-time (plus overtime) as a freelancer; now he works full-time as a teacher (summers off), and I work part-time and do the pre-/post-school childcare and a lot of the household stuff. Although maybe not "unjobbing" exactly, we did consciously make these choices for two reasons: partly to do what we truly love to do for a living and partly to ensure that we maximize the time with our kids.
Ideally I have thought of adding other streams of income just to make things more interesting. I could probably earn more translating, but I've been doing the same type of work for a long time now, and it can get boring. The economy has also put a crimp in the offers and rates I'm receiving. One of my dreams is to take time off and travel for an extended period, live abroad again (one DD is really pushing for this!), or do something similar over the summers while our kids are still at home - need to be self-employed or unjob to make that work.
I would like to follow this thread for ideas for inspiration for my kids, too. We live in a community where most kids will likely go to college and many will have the cash to pay for it. We will not. I want to be able to encourage them with interesting and outside-the-box ways to get an education and make a living without having to fit into the conventional societal mold.
I do get stuck on the idea of health insurance and retirement, but then again, even with best efforts, I don't think we'll retire in comfort, even though we make a decent living. Might as well enjoy the ride!