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3 results for SLOPPY from Modern Era puzzles:

Date	Grid	Clue	Author
Wed Nov 15, 2017	32A	Like a doctor's penmanship, stereotypically	Steven E. Atwood
Sat Jul 25, 2009	50A	Kind of joe	Victor Fleming
Sun Jan 14, 2001	8A	Unfit for detail work	Nancy Salomon

3 results for SLOPPY from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Fri Sep 9, 1977	65A	Like Oscar in "The Odd Couple"	Henry Hook	Maleska
Sun Jan 2, 1977	26D	Joe, sometimes	Josephine A. Felker	Weng
Sun Jul 14, 1974	65A	___ Joe	Alfio Micci	Weng

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