03E11 - The Gypsy and the Hobo

Two women from Roger's past reenter his life. The first is Annabelle Mathis, a former lover from twenty years earlier. Her business, Caldicott Farms, specializes in horse meat for dog food. She is looking to advertising firms to help save her business, the industry which has received bad publicity because of the movie The Misfits (1961). Annabelle may not be able to separate her professional and personal relationship with Roger. The second is Joan, who calls him to help her look for a well paying job in light of Greg's professional situation. Joan knows that she can't get her old job back, but wants something more lucrative than being just a secretary or a sales clerk. At home, Joan is feeling frustrated with Greg's lack of focus on what he will do with his professional life. Ultimately, Greg makes an extreme decision. At the Draper household, the kids are looking forward to Halloween, while their parents have more pressing matters. Betty takes the children back to Philadelphia so that she can deal with Gene's house and what she and William will do with it. While there, Betty takes the opportunity to speak to the Hofstadt family lawyer for advice on what to do with the information she found about Don's true identity as Dick Whitman. Betty makes decisions based on this advice. With Betty away, Don and Suzanne talk about taking a trip together. A crisis strikes Don which makes him forget about some important things he has left waiting in his car.