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.
Along for the ride are Andrew's mom, Diane (Nancy Lenehan) and bossy sister, Janet(Mary Lynn Rajskub), who support the plan. Although Andrew's and Bert's views are different, they wind up finding out that they are more similar than they thought. From producers David Hornsby ("It's Always Sunny in Philadelphia"), Adam Chase ("Friends")comes "How To Be a Gentleman", a comedy in which two worlds collide to find common ground.
When Andrew is given the opportunity to ask out a model, he is forced to realize that even a gentleman can be shallow about some things. Meanwhile, Bert discovers that events from his past may be the reason for his commitment issues.