Raised on Manhattan in a poor neighborhood Jacob was always in need of credits. His parents died when he was 10 so he ended up on the streets. Jacob quickly figured out that there was no other option to earn credits but illegal stuff.
He started with small things like robbing people in the crowded shops of Manhattan. Jacob did this for a while until he made some new friends. Together they began earning more and more so in a few weeks Jacob got involved in cardamine smuggling, pure cardamine from Malta. It was brought on Manhattan hidden in trade ships and distributed to dealers around the city.
Years passed and Jacob earned enough money to buy a ship. He selected a small civilian ship with enough cargo space to smuggle some cardamine. He got caught by the LSF and condemned to 3 years of prison. He escaped killing two officers and harming five others. Jacob disappeared.
After three years he returned to Liberty. The only ones who offered him protection were the Liberty Rogues. Helping them to kill bounty hunters who got too close to Buffalo base Jacob earned their trust. He bought a new ship with bigger cargo hold. After several "trades" he earned enough to buy a second ship , a light fighter which he used for intimidating.