I think most answers will really depend on each persons situation to answer that question. Gut can be tricky sometimes, but if you follow your gut, don't back out when things start to look a little grim. It really depends on how much you need to bring a day to survive, and what your okay with sacrificing out of your life. Thankfully, in my situation i have numerous ways to make a daily living, and a fall back for when those daily livings don't work out. If your in a situation to where all you need is something like $20 a day to live, then thats something you can make really easily online alone without needing a steady job. last October I was fired from apple as a remote tier 2 iOS support. Sweet gig man, Company provided new iMac, 18 h/r, tons of overtime, not many calls to take that often, etc etc... After I got fired I decided this was the last I used my skills and knowledge to make another person richer than me and i started my journey into IM in January of this year, and i'm getting around 50-60 a month right now from it, and it grows more and more each week, all be it a small growth, progress is progress. I'm able to pay my bills and fund my IM by utilizing all the resources i have available to me for free. I made some serious cutbacks in life to make this happen, but those cut backs were things i've grown used to spoiling myself on that should have been trimmed long ago. That being said, i'm also the happiest and most at peace i've ever been in my life, and would never go back to having a full time job again. One day i know i'll be able to fund all that again with my IM alone, and some times things are tight, but for me getting fired was worth it to me and i'm glad it happened. No one can make the call your wanting to make at the end of the day except you, but there is always a way to adjust your life to fit your means. Do what you think is best for you, and give it everything you have, and don't second guess yourself about it. That's time you could be using to make progress instead. Just never foolishly throw yourself into a situation to be homeless, stay smart about it and don't get caught up in fantasies of what if. Best of luck to what ever you decide to do.