Brewers fans experienced a mix of emotions as former draft pick David Fry hit a walk-off home run for the Cleveland Guardians against the New York Yankees, leading to a 7-5 victory in the postseason. This marked a bittersweet moment for Milwaukee, who has never recorded a walk-off in their postseason history. In contrast, memorable moments from other teams include Paul Lo Duca's wild double play during the 2006 NLDS, Miguel Montero's grand slam in the 2016 NLCS for the Cubs, and Kirk Gibson's iconic walk-off in the 1988 World Series for the Dodgers. Both Gibson and Justin Turner have etched their names in Dodgers history with clutch postseason homers nearly three decades apart. Additionally, the legacy of postseason performance is highlighted by legends like Ortiz and Bautista, who made significant impacts in their respective playoff runs.