After the $80 he has collected from staff is stolen, Calucci does some detective work to find the culprit, but becomes a psychoanalyst and peacemaker in the process.
Gonzalez asks Calucci for $400 after having his life threatened by loan sharks.
When Calucci's date with Shirley also involves finding a date for Elaine, he and Gonzalez go to great lengths to find her a date.
Calucci's trip to the doctor for stomach pains results in a directive to lose weight, an edict he finds it increasingly difficult to focus on.
After Calucci is told that a member of his office staff must be fired, it becomes an incredibly difficult decision for him.
Calucci is upset when he finds out that his secretary and girlfriend, Shirley, once had another man in her life.
The office staff is concerned when the usually sour Woods is even grumpier than ever because of problems at home.
When Cosgrove begins to act neurotically, Calucci attempts to diagnose his problems. However, he doesn't count on the prescription for the cure from Cosgrove's mother.
Confirmed bachelor Gonzalez appears ready to take the plunge into matrimony when he buys an engagement ring after meeting Samantha.
Calucci finally gets up the courage to take Shirley home to meet his mother.
Gonzalez decides there must be more to life than the office, setting Calucci off on a soul-searching quest for the meaning of his own.