Tommy was brought up in the quiet suburbs in Lewisham, London.
From a young age Tommy had always been a gambler, he would occasionally actually organise fights within the playground at school and ask his schoolmates to place bets, resulting in him taking a tidy profit.
Tommy got his ways with money from his father, who was also a gambler, but then he was also an abusive alcoholic with severe depression. Because of this, the money that Tommy made would go towards the upkeep of the house, and trying to help his father regardless of the abuse he received.
When Tommy left school at the age of 16, he befriended a group of Irish travellers, Gypsies. At this time Tommy learned he was never much of a fighter, after being invited to numerous sparring sessions with the Gypsy bare-knuckle boxers. Although he wasn't good with his hands, he saw this as a major business opportunity and started organising unlicensed boxing matches. By the time he was 20 he attracted the attention of many large names in the London criminal underworld.
Fast-forward 3 years. After a total of 7 years spending every penny he had on helping his alcoholic father, Tommy's old man tragically took his own life jumping off the London Bridge. It was later that Tommy discovered that a lot of money he had made for his father wasn't spent on alcohol, drugs, or prostitutes. It was to pay off a loan shark that he borrowed money from to put Tommy through school.
Tommy decided to track down the elusive loan shark, and when he did, interrogated him on how he could live with himself after driving his father to suicide. It was at this point that the shark explained that Tommy's father didn't kill himself. He was in-fact killed by the shark's goons. £200 away from clearing his debt.
At this point Tommy erupted into rage and flipped the office table over before pinning the shark against a wall. He already realised the mistake he made as two of the sharks goons quickly pulled him off the man and threw him across the room.
At this point, before the goons could pummel Tommy, the shark waved them off, and explained that he'd heard of Tommy and understood why he erupted, and respected him as a businessman and entrepreneur. He Told him he had two options. Stay in the UK and forever be on the run from the shark and his contacts. Or run. Tommy chose the latter, and was swiftly thrown £1000 in cash.
Tommy packed it all in his bag and scarpered out the door. He hailed a cab and took it to London Airport. And paid, in cash, a one-way ticket to Chernarus.