Pollen, born in Indiana, was a very quiet but mischievous child growing up. He was the older son of Patrick Pollen, a smuggler who worked for a regional Latino Mob. He was talented in his trade however he wasn't exactly a favourable person to work with. At a young age Olly followed his fathers footsteps and also took up the trade. Oliver would smuggle almost anything from A to B if it was worth the coin. Guns, drugs and anything else you can name. In 2009 Oliver got involved in the big bucks by organising a large scale smuggle of weapons from the states to a war torn country in Europe, Chernarus. It was there where he supplied Chedaki insurgents with Kalashnikovs and occasionally guns and munitions stolen from Heckler & Koch facilities.