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4 results for TRYING from Modern Era puzzles:

Repeated clues show (number of Modern Era occurrences).

Date	Grid	Clue	Author	Editor
Sun Dec 3, 2023	46A	Difficult (2)	Tracy Bennett	Shortz
Tue Jan 31, 2006	21A	Testing, as one's patience	Patrick Merrell	Shortz
Mon May 24, 2004	5D	Difficult (2)	Frederick J. Healy	Shortz
Tue Mar 27, 2001	47A	Testing	Sherry O. Blackard	Shortz

7 results for TRYING from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Wed Sep 22, 1993	19D	Hard to endure	Joel D. Lafargue	Taub
Wed Jan 26, 1972	21D	Taxing	Unknown	Weng
Fri Nov 28, 1969	45A	Exasperating.	Unknown	Weng
Sun Jan 19, 1964	83D	Hard on the patience.	William A. Lewis, Jr.	Farrar
Mon Jun 15, 1953	43A	Exasperating.	Harold T. Bers	Farrar
Wed Jul 16, 1952	31A	Adjective for these days.	Unknown	Farrar
Sun Dec 12, 1943	97D	Vexatious.	Willard N. Jordan	Farrar

Anagrams:

21 ms