Born in 1984, Lancaster, England, Joe Simpson acquired critical acclaim showcasing his work in a number of galleries in United Kingdom and beyond. Not only did he manage to excel in a relatively short period of time but also exhibited his entrepreneurial and organisational skills. His series Almost There and Musician Portraits required considerable efforts from his part to make the collaboration between him and some of the busiest musicians of this day as smooth as possible. To provide for Across America he depended on crowd funding and returned the favours of the contributors by sending them his paintings. His favourite artist Edward Hopper asserted, The inner life of a human being is a vast and varied realm. Let us then try to peep into the heart and mind of this young painter.