Special Guest Stars Tom Poston voices Capital City Goofball Tony Bennett voices Himself Guest Stars Hank Azaria voices Moe Szyslak Pamela Hayden voices Milhouse Van Houten Pamela Hayden voices Janey Powell Daryl L. Coley voices Bleeding Gums Murphy Hank Azaria voices Mr. Gammil Hank Azaria voices Red Hat Vendor Hank Azaria voices Flash Baylor Hank Azaria voices Beer Vendor Hank Azaria voices Homer's Supervisor Hank Azaria voices Unimpressed Fan #3 Hank Azaria voices Dave Rosenfield Pamela Hayden voices Ex-Wife #1 Pamela Hayden voices Unimpressed Fan #2 Ken Levine voices Dan Horde