Inspired by the book of the same name, "How To Be a Gentleman" this series follows an unlikely friendship between Andrew Carlson (David Hornsby),a traditional, refined columnist to an etiquette magazine, and Bert Lansing (Kevin Dillon), a reformed "bad boy" whom Andrew knew in the past, and who has inherited a fitness center. Loud and sloppy Bert is meshed with Andrew when Jerry, Andrew's editor, says that he needs to put some more of a "sexy twist" to his column. Bert is hired as Andrew's life coach to get him learning how to be more of a man rather than the gentleman he has always been.