The political era during the movement of Abstract Expressionism was a time that saw chaos in the United States. Abstract Expressionism followed a very politically driven artist movement, Surrealism. This was a time that went through an economic crisis and had post war feelings that caused tension and fear. Abstract Expressionist’s goals were to express emotions, and emotions can go one way or another. Emotions can be rooted in happiness or in fear. This was a time to express the tension that has built up. “An eminent American psychotherapist, Rollo May, has concluded, after a study of the historical origins of the modern personality, that ‘our middle of the twentieth century is more anxiety ridden than any period since the breakdown of the Middle Ages”. This was a point in American History where we were broken, on a mental level and economic level. There was no money and sometimes that puts people in desperate situations. The goal of Abstract Expressionism is to express emotions, not necessarily oneself, but emotions. Emotions is something that we all feel, anxiety or fear. Jackson Pollock was a person who had personal anxiety, but it is doubtful that he looked at the world and was blind to it. The beautiful aspect about Jackson Pollock and the other Abstract Expressionists were that human emotion was the most important detail in all their work, but with Jackson Pollock, we are not sure where that human emotion steams from. Pollock’s biography is a difficult read only because it seems he never had it easy in life. Pollock’s mind was never in a good place and the United States was coming out of an unstable political position. The following premise of this writing is to find out what Jackson Pollock was saying through his paintings. This has honestly raised more questions than it has answered them. It would be easy to say that Jackson Pollock was generally expressing himself and that his paintings were about him. Who was Jackson Pollock? What experiences did he have that were expressed through his paintings? We know he was a man that painted out of necessity. But the question is, why did he need it? Abstract Expressionism was a movement about expressing one’s experiences. Jackson Pollock’s drip paintings have been the ultimate vision for the Abstract Expressionists. He meets the main principles that this select group of artists tried to achieve. However, there is a notion that Abstract Expressionism was in correlation to individualism and that the artists only painted about their emotions and their experiences. However, there was point when interpretation takes control and viewers see what they want to see, and that was the risk that Jackson Pollock took when he created paintings that were extremely abstract.