1. Pretty much when I'm in a mood thats not cynical and have some semblance of a sliver of optimism. I'm still recovering from being a discouraged worker.
2. That depends on the day, one day could be one while another could be upwards of ten.
3. That hasn't been an option in mind. I'm largely a shy introverted type in RL

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4. I have had sought out applications in the retail/fast food joints.
5. Usually around 10-11 EST
Massive props for straight out, honest replies without justifications. The good news is that is an attribute that a employer would be looking for

. To address a few of your points.
1. A very very risky way of approaching anything. Moods are extremely hard to control. Try to let your actions determine your mood and push on. Do positive stuff and watch your mood magically improve! It's win/win.
2. How does it depend on the day? One is far too few, period.
3. Fair enough. But boy, if you had a crack it and realized that your fears, while legitimate, are overstated, you'd come out the other side reinvigorated.
4. To restrict your search to fast food joints is selling yourself short. I've seen your stuff in DYOS and I'm not suggesting that you will instantly get a job in that field, I'm just saying that it's a minuscule percentage of the population that can do that, I'm sure you have other talents. Also I think that the fact that years later you can't get a job flipping burgers speaks volumes for your approach which just ain't working. Don't do the same thing over and over expecting a different result.
Truth be told, if you were dressed, coffeed up and ready to rock by 8.00am everyday, dedicated 8 hours a day to finding a job just in fast food, hit the pavement, hit the phones, sent out every app possible etc, I guarantee you you'll be employed, probably after two days. Sure, this regimen would be torture if you had to do it day in, day out for a year. I'm asking for a week, just one week. You will get a job, I'm certain. You would blow your competition out of the water. You have absolutely no idea what you are capable of until you try. You can walk around the base of Mt Everest for a thousand years but you ain't getting to the top.
5. 10am? 11am? No, just no.....your competition has made 5 applications already, 3 phone calls and is on their way to the new place just opening, resume in hand, ready to work.
1 week of giving your heart and soul and you won't fail. In the highly unlike case that you do, well heh, you've given your heart and soul to something, and that's never a fail.
Good luck champ. I for one would be absolutely pumped to hear how you go
