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RE: Why do some people tend to sabotage themselves?
I have sabotaged myself many times, As a kid I even ran away when a girl I liked came to talk to me. I think it is a defense mechanism to avoid pain - in the past something similar has happend and you got hurt, your subconscious interprets the thing you are sabotaging as a threat and poof! Sabotge.
It might as well be some kind of unconscious reaction to something that happened in the past, but I don't think its necessary to have a bad past experience to sabotage oneself, there might be people who simple do it out of unjustifiable fear.