In 1955 New Orleans, small-time private investigator Harry Angel is hired by a man who calls himself Louis Cypher to track down a singer named Johnny Favorite, but the investigation takes an unexpected and somber turn.

When the videotape of the murder of a congressman unknowingly ends up in the hands of labor lawyer and dedicated family man Robert Clayton Dean, he is framed for the murder. With the help of the mysterious Brill, Dean attempts to throw the NSA off his trail and prove his innocence.

Thirty-something Rob Gordon, a former club DJ, owns a not so lucrative used record store in Chicago. He not so much employs Barry and Dick, but rather keeps them around as they showed up at the store one day and never left. All three are vinyl and music snobs, but in different ways. Rob has a penchant for compiling top five lists. The latest of these lists is his top five break-ups, it spurred by the fact that his latest girlfriend, Laura, a lawyer, has just broken up with him. He believed that Laura would be the one who would last, partly as an expectation of where he would be at this stage in his life. Rob admits that there have been a few incidents in their relationship which in and of themselves could be grounds for her to want to break up. To his satisfaction, Laura is not on this top five list. Rob feels a need not only to review the five relationships, which go back as far as middle school when he was twelve, and try to come to terms with why the woman, or girl as the case may ...