Possible Clues:

• Resident of 19-Across
• 53-Across resident
• Midwestern state dweller
• John Wayne or Johnny Carson, by birth
• American's article on British island
• Council Bluffs resident
• Someone from the Midwest — a wino? (anag)
• One round and pale American
• Herbert Hoover or Mamie Eisenhower
• One from Des Moines perhaps