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9 results for SLIPSHOD from Modern Era puzzles:

Repeated clues show (number of Modern Era occurrences).

Date	Grid	Clue	Author	Editor
Sun Feb 16, 2020	20D	Sloppy (5)	Sam Ezersky	Shortz
Sat Jan 18, 2020	1A	Careless (3)	Ryan McCarty	Shortz
Wed Feb 22, 2012	39D	Sloppy (5)	Karen Young Bonin	Shortz
Sat Jun 9, 2007	21D	Loose	Karen M. Tracey	Shortz
Sun Nov 19, 2006	5D	Sloppy (5)	Tony Orbach	Shortz
Thu Jul 19, 2001	39D	Careless (3)	Marjorie Richter	Shortz
Wed Dec 15, 1999	39D	Sloppy (5)	Ethan Cooper	Shortz
Sat May 17, 1997	11D	Careless (3)	Daniel R. Stark	Shortz
Fri Jan 12, 1996	65A	Sloppy (5)	R. Norris	Shortz

1 result for SLIPSHOD from Variety puzzles:

Date	Type	Grid	Clue	Author	Editor
Mar 8, 2015	Acrostic	S	Thrown together carelessly	Emily Cox & Henry Rathvon	Shortz

12 results for SLIPSHOD from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Wed Nov 9, 1988	41D	Careless	Eileen Lexau	Maleska
Wed Sep 23, 1987	27A	Careless	Dorothy Davis	Maleska
Fri Sep 9, 1983	27A	Slovenly	Jesse Roarke	Maleska
Mon Mar 16, 1981	35D	Careless	Evelyn Benshoof	Maleska
Fri Dec 22, 1978	37A	Far from meticulous	Jack Luzzatto	Maleska
Thu Feb 7, 1974	48A	Poorly made	Eugene T. Maleska	Weng
Tue Mar 23, 1971	1A	Inaccurate plus	Unknown	Weng
Tue Sep 22, 1970	39D	Careless	Louise Earnest	Weng
Tue Feb 3, 1970	29A	Careless	Unknown	Weng
Sun Aug 28, 1966	49A	Careless and informal.	William A. Lewis, Jr.	Farrar
Wed Jul 8, 1964	35D	Generally careless.	Unknown	Farrar
Tue Apr 20, 1954	12A	Having worn-down heels.	Unknown	Farrar

Anagram:

16 ms