3rd episode of the twenty-eighth season of The Simpsons "The Town" The Simpsons episode Episode no. Season 28 Episode 3 Directed by Rob Oliver Written by Dave King Production code VABF17 Original air date October 9, 2016 (2016-10-09) Guest appearance(s) Bill Burr as Townie Michael Chiklis as Handsome Quarterback Rachel Dratch as Bostonian Doctor Doris Kearns Goodwin as herself Dana Gould as Murphy Mike Mitchell as Jay Jason Nash as Southie Criminals and Southie Philanthropists The Simpsons (season 28) List of The Simpsons episodes