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8 results for COOLEST from Modern Era puzzles:

Repeated clues show (number of Modern Era occurrences).

Date	Grid	Clue	Author
Fri Aug 19, 2022	27A	Maximally neat	Patrick John Duggan
Mon Aug 13, 2018	4D	Most hip (3)	Lynn Lempel
Mon Aug 1, 2016	20A	Most hip (3)	Kurt Mengel and Jan-Michele Gianette
Sun Jul 20, 2014	24A	Most hip (3)	Eric Berlin
Sun Apr 27, 2014	89A	Maximally hip	John Lampkin
Wed Aug 22, 2007	45D	Least ruffled	Patrick Blindauer
Sun Jan 28, 2001	79A	Least perturbable	Jim Page
Tue Jun 8, 1999	57A	Most imperturbable	Fred Piscop

6 results for COOLEST from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Fri Feb 12, 1982	55A	Most composed	Whitten	Maleska
Mon Jan 11, 1982	28A	Most unruffled	Herb L. Risteen	Maleska
Mon Apr 5, 1976	9D	Most collected	Anthony B. Canning	Weng
Fri Oct 14, 1960	33D	Least ardent.	Louise Earnest	Farrar
Mon Jan 24, 1955	39D	Least torrid.	Richard E. Lawlor	Farrar
Sun Aug 26, 1951	109D	Calmest.	Thomas Meekin	Farrar

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