Guest Stars Sean Patrick Small as Larry Bird Tracy Letts as Jack McKinney Ari Graynor as Honey Kaplan Andy Hirsch as David Stern Matthew Barnes as Mitch Kupchak Joel Allen as Kurt Rambis Co Starring Michael Boucher as Jack Curran Eric Nenninger as Keith Erickson Max E. Williams as Jack Nicholson Bailey Swift as Laker Girl Kayla Radomski as Laker Girl Chris Doubek as Reporter David Bowe as Reporter Steve Hartman voices Sports Radio Broadcaster Brent Musburger as Himself Andrew Stephens as Kevin McHale Darryl Reynolds as Robert Parish Timothy E. Goodwin as Reporter David Pingalore voices Sports Radio Broadcaster Larry Fields III as Eddie Jordan Scott Subiono as Reporter Andrea Bess as Laker Girl Katelyn Kushing as Laker Girl Christopher Gehrman as Bill Fitch Lexie Contursi as Laker Girl Toshi Toda as Setsuo Steven Pritchard as Mike Thibault Hannah Johnson as Laker Girl Jon Snow as TV Sports Reporter Caitlin O'Connor as Dyan Cannon Joseph Winford Warren as Heckler Gaye Coffman as Heckler Erica Dawson as Hostess