Charlie is very unhappy with his housekeepers decision to quit, after she experiences Alans demanding ways. Alan then offers to take on the role of housekeeper, but this situation doesnt work at all. So Alan decides to get the housekeeper to come back. Before Alan leaves, he puts Charlie in charge of getting Jake ready for a dinner with his mother and grandparents. Charlie also tries to get Rose to move on, and date other men. He finds both situations to be bigger challenges then he first thought.