When a new president is selected for the college, Boyd loses a job. Cookie expresses an interest in Leonard.

Boyd and Jack discover a pair of shoes that might have once belonged to JFK. After displaying their lack of knowledge, Tasha tells Boyd they should try to get some culture. Everyone else is imagining what they can do with the money from the sale of the shoes.

Everybody wants to have lunch with Boyd so they can get his advice. Wyleen wants to him to be there when she has lunch with the newly reformed Cookie. Joy wants advice about her pending wedding to Jack. Tasha wants assistance with her husband Darrell. Leonard worries about talking about radio in front of Jack's students.

Trying to study for her finals, Wyleen is fighting a cold, Boyd's interruptions and Jack's cryptic messages about the content of the final. Boyd cons the campus radio station manager into letting them use the station equipment. Instead of cutting a tape, Boyd lets Leonard rave out over the air about the blues he's feeling.

Leonard is traveling home to his mother's for the holidays and his joke about a bomb at airport security gets him and Wyleen held for questioning. Tasha performance review is coming up. Jack would like Joy to take her art work a little more seriously.

Boyd struggles to pay Wyleen's tuition for next semester. To raise funds, he gets a part time job working as a janitor. Leonard and Wyleen also take janitorial positions. Jack learns about the finer points of the student body and relationships from Professor Weaver.

Wyleen and Boyd decide to hold a get-together for Thanksgiving. Wyleen invites Cookie in hopes of getting a part in the spring play. Jack and Joy try to spend their holiday working at a homeless shelter that is filled mostly with yuppie volunteers.

Boyd and Wyleen host the Pritchett family barbecue. Joy seems to get very tired, every time her pending wedding to Jack is mentioned. Leonard has a part-time job delivering meals to shut-ins and his first stop won't let him go. Wyleen is struck on the head by a flying pork chop that brings them to the hospital.

Boyd searches for the name of the landlord of their building, since the heat has been off for the past two days. The college entertains an obnoxious alumnus, who is funding the establishment of a new media center.

Wyleen decides to run for president of the freshman class.

Tasha sets Boyd up on a blind date. Joy accidentally calls Jack "Boyd". Leonard helps Tasha move into her newly painted office. Wyleen, still working for Professor Reed, must listen to him deal with losing Joy.

Tasha suggests to Jack that he recruit Boyd to organize a surprise party for Joy's birthday, a date he'd forgotten. President Butterfield tries to inform Leonard that his funding has been cut.

Tasha detects that Joy might be a bit jealous of Boyd. Wyleen learns about conspiracy theories and hidden agendas from Professor Reed. Leonard gives up his job at the cafeteria to go on unemployment and spend his time in the park, where he makes new friends.

Wyleen discovers a there is a secret woman's society on campus and decides she needs to join them. Butterfield schedules to meet with Leonard about something.