With a scenario this immense, I'm not sure you're all that much more protected in a 9-5 'job' vs being a self-employed consultant. I do agree that many folks jump ahead without too much planning for the future, and... sometimes it works out, sometimes it doesn't. I've been burned a few times in the past, and while I am still self-employed, I've become a lot more cautious and reserved in my operations and personal life.