In "Goodbye, Toby," Jim shows his happiness and support for Pam getting into the Pratt Institute, where she will be for the next three months. He plans to propose at Toby's going away party until Andy proposes in front of everybody to Angela, who accepts. Jim puts his ring back in his pocket and postpones the engagement. Instead, he proposes during the season-five premiere, "Weight Loss," during a rainy last-minute lunch date at an Interstate rest stop between Scranton and New York City, where Pam is attending Pratt.