Oliver, Regina and Lydia all decide to use family members for their own personal gain. Meanwhile, Stewart tries to find a way to get Ben to take his lazy housekeeper.

At the funeral of an uncle, Oliver and Ben meet a girl they both were in love with when they were kids. When she calls the next day and leaves a message to meet for a date, no one knows whom she meant and both are convinced to be the one she asked for. Meanwhile, Lydia and Stewart are arguing about what their inheritance might be.