A History of Short Words

From the New York Times Crossword Puzzle

AHEAD

Wed, 28 Sep '22
Closer to the finish line, say
Wed, 14 Sep '22
Out in front
Wed, 24 Aug '22
Winning
Tue, 21 Jun '22
Winning
Fri, 10 Dec '21
Up
Mon, 1 Nov '21
Road Work ___ (highway sign)
Sun, 26 Sep '21
Stop ___ (sign)
Sun, 25 Apr '21
Positioned to win