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I wouldn't say you've failed at anything. If you hadn't of dropped out of college, you wouldn't be where you are now. There's this book I'm currently reading called Zen and the Art of Happiness. His main premise is that everything that can happen to you is the best possible thing that could have happened to you, even if it doesn't show it's benefit until much later in life. I highly recommend it. Now, do you feel how you do because you feel as if there's something more or that you haven't quite nailed it (not in the sense of contentment because you seem to have plenty) in the sense that maybe life isn't about all of promotions or nice houses?