Well... I asked myself this very same question a couple years ago, and I can tell you exactly how it goes!!!
I still don't have a job! Hurray!!! [unmentionable]'ing market out there is rough to get back into if you don't exit on good terms (at the minimum). And as Obese pointed out, after a while the future potential employers will start wondering what you were doing the entire time.... and FAR be it from them to believe you were actually looking for a job.
But I always have bad luck with bosses.... I do my work and I behave like a good little employee should. I show up for work early and leave a little later. I provide useful input during meetings, etc, etc, etc... but for some weird reason, my boss never likes me.
Now, I'm not one to bow down to any man when push comes to shove, so when my boss came up to me with a "discrepency" on my timecard (which was utter bull), I refused to change it. The [unmentionable] knew he was blowing smoke, but told me to change my timecard! Wtf?? So, when I refused, he and another higher-up escorted me to my desk to gather my things, deleted my door passcode from the system, and saw me out into the rain.... picture perfect worst day ever.
Do I regret it? Well..... no, but then again I don't have a family to feed, mortgage to deal with, or anything like that. I am quite content taking care of my parents and helping them whenever they need help (and really... this is a full-time job in itself *sigh*)
I do have a break, though, because I'm in prime shape to work on starting a business of my own, seeing as how I have a lot of free-time and no financial issues at the moment to worry about.
If you got bills and payments to worry about, I wouldn't go this route because you never know what the market's going to do for ya.
The one and only,