Jack was born as his mother Elizabeth died in childbirth, a tragedy which led Jack's dad, Rocky, onto a dark path.
Jack grew up with his father only caring for him, and as his dad was a hardened, illegal arms dealer operating as the head honcho of a UK arms dealing and drugs smuggling triangle, Jack was brought up the hard way.
Once Jack was of age 18 Rocky finally trusted him to start working for him, Jack started to learn the ropes under his dad, which he had been doing his whole childhood, from a young age Rocky taught Jack how to do things such as Fight, and not just normally fight, fight properly, like a man.
After two to three months of learning under his fathers wing Jack started to make sales of his own, have people of his own working for him, smuggling drugs for him to sell, smuggling arms for him to sell, Jack started to become quite the Kingpin.
A few months after Jack had been operating as this role his father decided to retire as he had made enough money to last him two lifetimes and offered Jack to move abroad with him, start fresh, have half the money to live off of, but Jack didn't want to do this, he wanted to earn the money, earn the respect, just like his dad did.
This attitude led Rocky to leave the country alone to start fresh, leaving all of his knowledge and man power now working under Jack, Rocky bought a one way ticket to the United States and set off in fist class, he was set for life.
Mid way through the flight 4 men that Rocky had done dirty in the past decided to act and they started to hijack the plane, as Rocky was a fighting man, he would not stand for this and started to fist fight one of the men hijacking the plane. Rocky was shot in the back 3 times and died on that aeroplane. The men that hijacked the aeroplane and killed Rocky ordered the pilots to turn back to the UK and land there.
This is exactly what happened, they arrived back in the U.K and were arrested upon leaving the plane.
As Jack found out that his father died to these men he instantly knew who they were, they were the main men for a rival smuggling triangle that Rocky had been fighting for years.
Jack knew who the men were and turned all of his sadness into anger. Jack did a small amount of research and found out they had been sent to a HMP prison on the outskirts of West London.
As soon as Jack found out the men were in this prison he and 5 of his men drove there overnight and upon reaching there in the morning, they started a riot.
They found a one way entrance into the prison so Jack told his men this was his mission, so he went in alone.
As the riot outside had mostly all of the Prison Officers on call to that, most of the cells were left unguarded, and after a small amount of navigation, Jack found the cells the men were sleeping in.
Jack shot all 4 men a number of times with small pistol he had in an ankle holster, killing all four of them. He was caught and prosecuted for these murders.
As he was seen as too much of a threat for any U.K prisons, he was sent to one abroad, in South Zagoria. 'Chernarus Prison'.
After the travelling process was done and he was booked into the foreign prison Jack instantly searched for ways out.
Jack spent a few months hatching a plan when one day he was ready to put it into action, as he was thinking about it led on his bed he heard alarms signalling all over the prison and his cell door suddenly slid open, It was another inmate; Jack thought it was a mass-escape at first, but he was very, very wrong.
After realising another inmate letting him out of his cell was slightly dodgy, Jack followed the rest of the inmates outside to see other inmates stood with the guards weapons, as the guards led on the floor, dead. An inmate started to taunt one of the dead guards putting his middle finger in his face when suddenly the guards eyes opened and started to bite the mans hand, another inmate then shot the dead guard a few times to the point where he stopped moving. This, to Jack, seemed extremely odd.
As what happened was being discussed the other guards started to stand up in a very unstable fashion and started lunging for inmates, trying to grab them, trying to bite them.
Jack was having none of this and decided to wing it with another inmate he had been spending time with inside by the name of George.
Jack and George started swimming for the foggy horizon, Mainland Chernarus.
Upon arriving they'd noticed how problems on the mainland were only amplified, they needed to find a means of protection, fast.