After a ten month silence, Joe hears from Helen in New York City. When Helen fishes around about there relationship, he can't bring himself to tell her about his new girlfriend, Gail. Joe and Brian travel to New York to tell Helen in person, but her NYC experience hasn't been all she claimed.

Concerned by Helen's persistent anger over her break up with Joe, the rest of the group convince her to seek help with a transition group, not realizing exactly who the group is for. Meanwhile, after escorting Helen to the group meeting, Brian becomes obsessed with talking about Carol and takes over the group.

Tired of the bickering between Helen and Gail, Joe suggests that the two go out to lunch together. Things go farther than he expects, and the two women become fast friends, comparing embarrassing notes about him. Meanwhile, when the president and his wife visit Nantucket, Fay tries to maintain her streak of touching every first lady since Eleanor Roosevelt.