Many people who are insecure believe they must be rich or famous to feel proud. By all means strive for what you want, but do not tie your self-worth to personal achievements. It will only lead to disappointment should you fail.
You don't need to be employed, or have a college degree. You don't to get laid and have a giant group of 'friends.' You don't need to change your appearance or self-deprecate to fit in. You could be 'ugly,' unpopular, or poor, but so long as you have a good heart, anyone worth a damn will respect you.