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 Kayla Radomski as Laker Girl Bailey Swift as Laker Girl David Bowe as Reporter Steve Hartman voices Sports Radio Broadcaster Chris Doubek as Reporter 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 Christopher Gehrman as Bill Fitch Katelyn Kushing as Laker Girl Andrea Bess as Laker Girl Toshi Toda as Setsuo Lexie Contursi as Laker Girl Steven Pritchard as Mike Thibault Hannah Johnson as Laker Girl Caitlin O'Connor as Dyan Cannon Jon Snow as TV Sports Reporter Joseph Winford Warren as Heckler Gaye Coffman as Heckler Erica Dawson as Hostess