On Valentine's Day in the mid-1990s, Jack discovers Rebecca withheld that her bandmate Ben is an ex, and the resulting fight exposes a deeper fracture — Rebecca needed something for herself, and Jack never knew he was in the way. He walks out and orders his first drink in years. In the present, Kate reaches a wall when Toby asks how her father died, Toby responds by proposing they slow down the engagement until she can tell him everything, and Randall's day collapses under compounding pressures until Kevin abandons his own Broadway opening night to find his brother in tears at the office.

The episode uses Kevin's choice — dropping the biggest professional moment of his life without hesitation — to define what the title means: Jack Pearson's son acts like Jack at his best, on the same night Jack himself chooses the drink over the marriage. W ...