At a company party, Avilion heir Damon Mercer arrives and office gossip swirls about his rare appearance and his mother pressuring him to marry. Hailey Penn recognizes him — the ex she'd been searching for for five years — and pulls Mr. Keaton aside. Keaton, her boss, introduces her as his secretary and toasts Damon while guests pry whether Hailey married into money. A brief flashback shows Hailey ending a past relationship with lines like “I want a break up” and “I only want to date rich guys.” Damon approaches and asks, “Hailey, are you still mad at me?”