How to Be a Gentleman, inspired by the book of the same name, is a comedy about the unlikely friendship between a traditional, refined writer and an unrefined personal trainer. Andrew Carlson (David Hornsby) is an etiquette columnist whose devotion to ideals from a more civilized time has lead to a life detached from modern society. Infectiously optimistic, Bert Lansing (Kevin Dillon) is a reformed "bad boy" from Andrew's past who inherited a fitness center, but can still be rude, loud and sloppy. When Andrew's editor, Jerry (Dave Foley), tells him to put a modern, sexy twist on his column or be fired, he hires Bert as a life coach in the hopes of learning to be less "gentle man" and more "real man."

David Hornsby
Andrew Carlson

Kevin Dillon
Bert Lansing

Dave Foley
Jerry

Mary Lynn Rajskub
Janet

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When Andrew is left picking up Jerry's slack at work, he asks Bert to come on board to serve as his new life coach, but quickly realizes he might have made a serious mistake.
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Rhys Darby
Mike
When an etiquette columnist is told to adapt to the modern and sexy style of his magazine, he turns to his former high-school bully for balance.