RICHARD: I am an annoyance to my wife and a burden to my daughter. Suddenly I realize what it feels like to be obsolete. I hope that you never have to learn what that feels like.
Richard has always been so focused on his job and career, he never thought about what would happen when he retired. And he’s rather young to retire as well, making it even harder for him. Just as Emily’s visit to Stars Hollow is soured by her discovery that Lorelai was so unhappy she preferred to live in a shed rather than at home, Richard is left with the unhappy realisation that Lorelai has only bothered to see him as a favour to Emily, to get him off her hands for one day.