- One of the most iconic and endlessly fascinating figures of the 20th century, Winston Churchill has been the subject of any number of books, but none of them have analyzed his lifestyle as a way to really understand the man. This book features a vivid and entertaining timeline of his public history, but also focuses on the more personal, nonwork aspects of his day-to-day life, covering topics such as autos, books, cigars, dining, fashion, home, libations, and pastimes. Churchill lived an extravagant life, but in reality did not have much money. His ability to live well beyond his means is a lesson that will intrigue many.