Nicknamed "The Sheriff of Wall Street", when he was New York Attorney General, Eliot Spitzer prosecuted crimes against America's largest financial institutions and some of the most powerful executives in the country. After his election as Governor- with the largest margin in the state's history, many believed Spitzer was on his way to becoming the nation's first Jewish President. Then, shockingly, Spitzer's meteoric rise turned into a precipitous fall when the New York Times revealed he had been caught seeing prostitutes. As his powerful enemies gloated, his supporters questioned the timing of it all: as the Sheriff fell, so did the financial markets, in a cataclysm that threatened to unravel the global economy. With unique access to the escort world as well as friends, colleagues and enemies of the ex-Governor, this film explores the hidden contours of a tale of hubris, sex, and power.