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Well, as someone who was taught not to step too far out of line while growing up, I can say that those "rebels" are a pain in the ass, and come off as shitty people usually. Not always, there have been folks who I would consider rebels that I love...but if you have someone directly under you like this, look out.
I had to deal with a subordinate(when I had a day job) who was the master of being contradictory, anti-conformist and only marched to beat of his own drummer -- no matter how wrong he was. It was 3 years of hell and I finally had to quit because of this little shit who was probably brought up to question and confront authority by hippie parents.
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