In the first of this four-part adaptation of Elizabeth Strout's Pulitzer Prize-winning novel spanning 25 years in a small Maine town, math teacher Olive Kitteridge helps Kevin, a smart but timid student whose mom is suffering from depression, a gesture that annoys her son, Christopher. Meanwhile, Henry goes on a hunting trip that ends in tragedy.

Christopher suggests counseling to Olive after she and Henry have a scary episode following dinner with friends. Later, Christopher confronts his mother about how she treated him as a child.