Born in Maregrosso, Sicily, Jimmy Estacado grew up very well off for himself along with his siblings, Silvia and Antonio. Though Jimmy had everything that he needed in life, he felt bored with it all. His life didn't have a single worry or risk. Eventually he would become a big fan of old gangster movies and was inspired by risks they took. Jimmy choose to somewhat fallow that path and a started to partake in illegal activities. He started stealing small things at a young age, when his parents would take him shopping, he would simply attempt to steal a few small things he could fit in his pocket. Over time, when he was in his teens, he got involved in more dangerous actions such as car theft and car chopping. With the extra money earned from what he did, he would choose to put it toward some good deeds to help the community such as donating to church, or local homeless shelters.
Later in life when Jimmy finally became an adult he choose to move to the united states along with his brother and sister. Jimmy moved to Jacksonville, Florida with his siblings and started to get back into chopping stolen cars. A few years would go by before eventually he made enough money to go on vacation somewhere. After looking around for a vacation spot, he choose to go to Chernarus, hearing about the nice hiking trails and historical castles. He also heard that skiing and hunting were somewhat big sports in the country so, he booked a flight. Once arriving and getting settled into one of the apartments in Chernogorsk, the events up north started to take place. Thinking that the local CDF would easily take care of any issues, and thinking the UN would step into play, to stop anything from getting out of hand, he choose to go on a hunting trip with a hunting guide. Whilst out on the trip, the hunting guide was attacked by an infected was approaching a hunting stand. Jimmy attempted to simply shove the injected off and kept aiming the shotgun given to him by the guide at the infected, screaming for him to stop before eventually having to kill it. The guide sadly was bitten, but Jimmy did not know this would cause him to turn later. He slowly helped him back to town where he was quickly taken to a clinic are started being treated. He stuck around in the building waiting to hear about the man's progress. Soon the man turned into one of the infected and was locked inside a room until officers came and had to put him down. He felt horrible about the guide's death but even more horrified about what he turned into. He would take the shotgun the hunting guide had given him for the trip and a box of shells, before quickly making off to return back to his apartment, only to learn soon after that he couldn't leave the country.