Roger joins Don for an evening of dinner and drinking, during which Roger's behavior leads to a rift in their friendship. Though Don accepts his apology, there are further consequences for Roger. Pete faces trouble at home as he continues to struggle with the demands of his new marriage.

Don is tormented as pieces of his secretive past begin to haunt him. Peggy's new success at work, and resulting boost in confidence, threaten her office relationship. Salvatore Romano gets a little too close with a client.

Freddy Rumsen disappoints his team during a pitch. Pete finds an opportunity at the office to exploit while Don proves his loyalty to an old friend. Betty finds a welcome distraction in Sara Beth.

Betty visits her father; Paul's girlfriend tries to convince him to prioritize his duties; Pete's mother disapproves of his and Trudy's idea.

Sally's behavior causes concern for Don and Betty. Betty has an eye-opening dream that has a strange effect on her. Pete tries to work a new business angle in his dealings.