William Penn Adair Rogers was an American cowboy, vaudeville performer and actor, famously known as ‘Oklahoma's Favorite Son’. He is one of the most celebrated and appreciated artists of all time. Due to his mother’s demise while he was a child and his father’s dominating nature, he left his studies and traveled in search of his true calling in his teenage years. He had a keen interest in cowboys and he learned the art of rope and lasso. Eventually, he became a vaudeville performer and a beloved of audiences through his comical interactions with them. His humor was crisp with clever jokes on economical and social issues which instantly connected with the people and made him a superstar performer. He also acted on Broadway and movies which proved to be quite successful in his career. His other works consisted of writing for magazines and newspapers along with radio broadcasting. He was an avid reader and a real enthusiast of aviation all his life and ironically died in an unfortunate plane crash at the age of 55. He had a folksy persona and a clever insight into the minds of his audience which made him a superstar of that era. His life is a classic example of struggle, passion and determination.