Castillo-Armstrong were a respectful wealthy family and owners of Midwest Realty, a housing company in the Midwest. In addition, they were investors in several different companies, retailers, studios, and even products. However, the Castillo-Armstrong were working for a well known crime family in the background providing them business opportunities beyond the city. Meanwhile, Abigail Castillo-Armstrong was shocked to learned that she was pregnant with Nathan. Abigail and Santino already had five other children to care but neither of them wanted an abortion. Thus, Nathan Fox Castillo-Armstrong was born on the nineteenth of May. 

It was hard for Nathan because he was the youngest child. The one that nobody expected. Nathan wasn't given as much attention as the other children received. But he still was raised by his mom and dad. Then, he became ten years old. The 2008 financial crisis changed the entire world including the Castillo-Armstrong family for the worst. As the result, Santino further increased their involvement with the crime family by hosting illegal gambling events. It put pressure and stress on Abigail and Santino to maintain their wealth and businesses. As a result, they started to focus more on business than being a family. 

Besides the youngest two, most of their children were working and it seemed reasonable to fully focus on their businesses. Unfortunately, it meant that Nathan wasn't given the love that his siblings got and that made him angry. He resented his parents for not caring and loving him compared to the others while he was growing up. Both middle and high school were hell for him. Even with the family name, he never truly borrowed with everyone. He knew a few people for school but he never hung out with them beyond school. While his siblings were getting ready with their future, Nathan was still figuring his out. Despite him being an unplanned child, both Abigail and Santino expected Nathan to do something important with his life.