1. Tiger Woods
Tiger Woods had everything a man could dream of: a career he loved, incredible success in that career, more money than most people on the planet dream of and a stunning wife who loved him. Everyone adored him and wish they could have even a fraction of his luck or skill.
Then Woods went and ruined it all in a single stroke, when the world discovered he had cheated on his wife with almost 20 different women. His marriage ended and his career took a significant knock.