
| Ben Affleck | ... | Narrator |
 | Glen Ordway | ... | Himself (WEEI Sports Radio, Boston) (as Glenn Ordway) |
 | Steven Wright | ... | Himself (Burlington, MA) |

| Michael Chiklis | ... | Himself (Andover, MA) |
 | Thomas Boswell | ... | Himself (Washington Post, Sports Columnist) |
 | Leigh Montville | ... | Himself (Boston Globe) |
 | Shaun Kelly | ... | Himself (Wellesly, MA) |
 | Jeffrey Sirkman | ... | Himself (Haverhill, MA) (as Rabbi Jeffrey Sirkman) |

| Mike O'Malley | ... | Himself (Boston, MA) |
 | Matt Wilson | ... | Himself (Wakefield, MA) |

| Denis Leary | ... | Himself (Worcester, MA) |
 | Glenn Stout | ... | Himself (Author, Red Sox Century) |
 | Robert W. Creamer | ... | Himself (Babe Ruth Biographer) (as Robert Creamer) |
 | Dan Shaughnessy | ... | Himself (Author, The Curse of the Bambino) |
 | Peter Casey | ... | Himself (Worcester, MA, Saw Ruth Play for Red Sox) |
 | Ben Mondor | ... | Himself (Owner, Pawtucket Red Sox) |
 | Harvey Robbins | ... | Himself (Chelmsford, MA) |
 | Richard Hanson | ... | Himself (Nashua, NH) |
 | Jeffrey Lyons | ... | Himself (Film / Theater Critic) |
 | Eddie Andelman | ... | Himself (WWZN Sports Radio, Boston) |
 | Kieran Meagher | ... | Himself (Reading, MA) |
 | Art Martone | ... | Himself (Providence Journal) |
 | Sean McAdam | ... | Himself (Providence Journal) |
 | Jerry Thornton | ... | Himself (Hanover, MA) |
 | Mark Leccese | ... | Himself (Boston, MA) |
 | Cheri Giffin | ... | Herself (Randolph, MA) |
 | Mike Barnicle | ... | Himself (96.9 FM Talk, Boston) |
 | Bob McGarry | ... | Himself (West Warwick, RI) |
 | Lenny Clarke | ... | Himself (Cambridge, MA) |
 | Bucky Dent | ... | Himself |
 | Dave Kruh | ... | Himself (Playwright, The Curse of the Bambino) |
 | Paul Giorgio | ... | Himself (Auburn, MA) |
 | Michael Wisseman | ... | Himself (Sunderland, MA) |
 | Kevin Kennedy | ... | Himself (Restoration Project, Acton, MA) |
 | Robert B. Parker | ... | Himself (Cambridge, MA) |
 | Richard A. Johnson | ... | Himself (Curator, Sports Museum of New England) |
 | Clark Booth | ... | Himself (Boston Journalist) |
 | Bud Collins | ... | Himself (Boston Globe) |
 | Edward Cossette | ... | Himself (Rochester, NH) |
 | Will McDonough | ... | Himself (1935-2003) |
 | Ted Sarandis | ... | Himself (WEEI Sports Radio, Boston) |
 | Howard Bryant | ... | Himself (Author, Shut Out: The Story Race and Baseball in Boston) |
 | Ouisie Shapiro | ... | Herself (Newton, MA) |
 | John McKeon | ... | Himself (Grafton, MA) |
 | Ben Birnbaum | ... | Himself (Brookline, MA) |
 | Jackie MacMullan | ... | Herself (Boston Globe) |
 | Paul Francis Sullivan | ... | Himself (Weston, MA) (as Paul Sullivan) |
 | John Tobin | ... | Himself (West Roxbury, MA) |
 | Scott Cordischi | ... | Himself (WSKO Sports Radio, Providence) |
 | Luke Salisbury | ... | Himself (Chelsea, MA) |
 | David Preziosi | ... | Young Babe |
| rest of cast listed alphabetically: |
 | Luis Aparicio | ... | Himself (archive footage) |
 | Wally Backman | ... | Himself (archive footage) |
 | Marty Barrett | ... | Himself (archive footage) |
 | Bill Buckner | ... | Himself (archive footage) |
 | Bernie Carbo | ... | Himself (archive footage) |
 | Gary Carter | ... | Himself (archive footage) |
 | Tony Conigliaro | ... | Himself (archive footage) |
 | Dwight Evans | ... | Himself (archive footage) |
 | Carlton Fisk | ... | Himself (archive footage) |
 | Jimmie Foxx | ... | Himself (archive footage) |
 | Denny Galehouse | ... | Himself (archive footage) |
 | Nomar Garciaparra | ... | Himself (archive footage) |
 | Tommy Harper | ... | Himself (archive footage) |
 | Ray Knight | ... | Himself (archive footage) |
 | Bill Lee | ... | Himself (archive footage) |
 | Jim Lonborg | ... | Himself (archive footage) |
 | Willie Mays | ... | Himself (archive footage) |
 | John McNamara | ... | Himself (archive footage) |
 | Kevin Mitchell | ... | Himself (archive footage) |
 | Tony Perez | ... | Himself (archive footage) |
 | Lou Piniella | ... | Himself (archive footage) |
 | Jim Rice | ... | Himself (archive footage) |
 | Jackie Robinson | ... | Himself (archive footage) |
 | Babe Ruth | ... | Himself (archive footage) |
 | Calvin Schiraldi | ... | Himself (archive footage) |
 | Vin Scully | ... | Himself (archive sound) |
 | Enos Slaughter | ... | Himself (archive footage) |
 | Bob Stanley | ... | Himself (archive footage) |
 | George M. Steinbrenner III | ... | Himself (archive footage) |
 | Dick Stuart | ... | Himself (archive footage) |
 | Mike Torrez | ... | Himself (archive footage) |
 | Mookie Wilson | ... | Himself (archive footage) |
 | Tom Yawkey | ... | Himself (archive footage) |
As a Cubs fan, my sympathy goes out to red sox fans. The documentary is the history of eighty years of Boston teams getting within reach of the promised land only to be struck down. It tells the tale of eighty years of grief, missed chances, and chokes. From Bucky "F...ing" Dent to Bill Buckner, to their battles with the Evil Empire in Yankee pinstripes and finally how the specter of Babe Ruth's trade hovering over the team affects them to this day. God may not hate the Red Sox, but he sure as hell likes the Yankees more.
In all of the suffering and despair though, what comes through is not the misery of losing but the love and hope of people for a team who still every year gives them reason to believe.