Jennifer Doyle, a single mother in the cutthroat world of investment banking, loses her job and everything that comes with it. Now she has to crawl back to her mother for a place to live and get a job in her brother's sports bar.
Doug is forced to go to a work function with Carrie. One of Carrie's coworkers starts talking to him, and he decides to fake a heart attack because he can't remember her name. Carrie's boss sends Doug to get his health tested.
Doug's parents come to visit, and Doug gets them tickets to see their favorite play. Doug's dad is busy getting ready for a model train expo, so Arthur starts spending time with Doug's mom and soon starts to like her.