I recently quit my high-paying job, in fact, today is my last day, and "randomly walk around" is exactly what I'm going to do. For most of my 27 years, I've been trying to do the "wise" thing by getting good grades, graduating from a good college, working at a good job, finishing my master, etc. For once, I want to be foolish.
My number 1 reason for quitting is I want to get off the addiction of the constant paychecks. It's easy and safe, but the trade off is the predictable and unbearable daily routine. Everyday on my way to work, I know exactly which lanes to switch to on 495 for the optimal travel time. I log on and off the computer at work at roughly the same times. Once back at home, it's sad to look at the reflections of myself and the clock in the bathroom while washing my face and know that the same action happened at exactly the same moment yesterday. As for long term, I know exactly where I will be (in the best scenario) in the next 15-20 years if I continue to work for this or any other big companies.
That's no way to live life if you look at the short time we have here. That's why I take the year off to travel, not only to break the daily routine, see new things, and meet new people but also to taste the danger of having no financial security to motivate myself to act.
Before quitting, I've consistently worked 2-3 hours everyday after work on side projects. But the passion and focus cannot be there after being exhausted by 8 hours of work and knowing I will still get the next paycheck even if my projects fail. So now I'm excited to have my 8 hours back. Let's see how this foolish thing will work out.