Ian was born in Los Angeles, he never knew his mother and his father died from a drug overdose when he was five. His grandfather who lived in Vancouver heard about this and flew down to try and claim rights to take care of him. Eventually it worked out and Ian flew up to Vancouver to live with his grandfather and uncles.
While Ian's grandfather was in LA he met with business partners to discuss new ideas of smuggling drugs across the Canadian/US border. The idea was simple, the drugs get made in Mexico and then smuggled across the borders and distributed into the USA and Canada. But the execution was less simple, they needed to be creative with figuring out way to make sure they didn't get caught.
Years down the road Ian has already grown up with this business and became apart of it, he became a pilot and learned the best routes and the best ways to smuggle these across the borders. Eventually the drugs being made in Mexico started to dry up, and the family needed a new and better way of getting the product. So they started opening there eyes to bigger and more creative ideas, and that was Europe rather then Mexico.
Already having some connections Ian and his uncle Leo traveled to Takistan and met up with a group of locals who went by the name of the Rijal Allah. These men weren't the easiest to work with and were not happy with the business being offered, so they shot up Ian's uncle Leo and tried to kill Ian but he managed to escape back to his plane, when he got to the plane the locals beat him to it and blew it up, Ian had nowhere to go and started driving east towards Chernarus, only to be shocked even more.