Conveniently, most of them have occurred during the difficult four year journey through high school.
I don't know what the purpose of the word "conveniently" is in that sentence.
This raises a lot of questions and creates confusion. This part seems a little contrived, playing that "I resisted peer pressure card: "or even the pressure from my peers to be a part of things that I knew weren't right" ... :-)
You say you felt like failure was inevitable, but you also say people told you you were headed for success -- and that you question the nature of "success" as you understood it. But it seems contradictry to also say you felt like failure was the only possible result.
Lastly, it would be better if the essay expressed this idea, as in the quote, that success is more satisfying if you overcame many obstacles.