Historical clue formulations

• Jimmy ___, "They'll Do It Every Time" cartoonist — 2014-07-27
• "Little Iodine" cartoonist — 2003-10-04
• Little Iodine's creator — 1994-09-10
• Hat-tipping cartoonist — 1994-05-26
• Little Iodine creator — 1993-12-15