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Traumatic upbringing and lack of parental guidance and subject to abuse mixed with poverty. Its not easy seeing your dad shoot your mom. Jack having the sense of humour and laid back demeanour in his shoot interviews and such showed that he had a natural knack for being a performer and despite his disdain for aspects and parts of it, he had a deep respect for the business. If for nothing else than barely keeping him out of jail. His deep rooted contrarianism, lack of being able to be reigned in and drug use is what held him back. Jack was able to do anything given the right tools, shown with the Sharkboy team up that was meant to bury him but his natural charisma and comedic chops got it over.
Jack could have seriously gone far had he put his mind to it, but he simply couldn't and didn't want to play the game and politics backstage. This wasn't an issue in an environment like ECW where his style of chaos could thrive and was encouraged.
