I think in my past the following critical mistakes were made:
One, I never made friends, my father is anti-social himself, and as a Christian family in a age were people socialize getting drunk, I never learned how to do that.
Most jobs today are NOT posted on internet or classifieds, instead they are advertised to chains of friends of the job poster.
Also as Startup owner, my startup make games, and most game startups that had any success, it was because they had important connections (usually with the media, example: Braid, that the author was a journalist, or Minecraft, where journalists used to play online games with him, non-game example: Bill Gates could sell stuff to IBM because his mother asked a friend of hers in IBM board to invite Bill Gates over to see his software).
Mistake two: My parents and their very high expectations were highly annoying, making me hate school in general (in fact, I think mandatory schooling is a problem in general, but nevermind now), but also they never taught me to... work.
Like I wrote in my post, I could ace any test without any effort. Now that I get into real world jobs, stuff are nothing like tests, you MUST work to get stuff done, and to me that is very hard, it requires enormous amounts of mental effort to pay attention and do what must be done.
And what happened when I was 16? Nothing in special, the problem is that I am 26, and I am not one step closer to creating my family than I was when I was 16, I still have no friends, no job, no money, no house, no car, nothing, the only thing "new" on me ever since is my college education, that for now at least is proving to be absolutely useless.