Di Camillo has a special place in his heart for New York City since he was born and raised there. Di Camillo explained, "Today kids want to become engineers and physicists and all these beautiful professions. Back then it was just, I want to drive a brand new Mercedes and I'm okay to do what I got to do to do it."
While most of his photos appear as if the subjects might be taken by surprise, Di Camillo explained that he always asks for permission and approaches the person who he wishes to photograph. He says he tells them he wants to capture their "rawness."
Di Camillo says that prison was the best thing to ever happen to him. He said, “It was probably the best thing that ever happened to me. It gave me time to think about who I am. I wasn't a villain. I wasn't these things that I made up in my head — I was a loving guy, I care about people."
In 2006, Di Camillo was arrested because of his connection with members of the Colombo crime family. At first, he faced a sentence of about 20 years. He was eventually placed on house arrest for two years before starting his sentence in Virginia and was released in 2011.
Di Camillo explained, "When I came out, I was able to walk around in the streets and my eyes were wide open. I knew from being in prison that I could just pick up on things. You know, your antennas are all the way up."