A History of Short Words

From the New York Times Crossword Puzzle

WIN

Tue, 13 Jan '26
Checkmate in chess or gin in gin rummy
Thu, 26 Dec '24
Get to 21 first in cornhole, e.g.
Fri, 20 Dec '24
Triumph
Tue, 4 Jun '24
Get 21 in blackjack, say
Sun, 21 Apr '24
End of a sports movie, often
Fri, 13 Oct '23
"Dub," to a sports fan
Sat, 30 Sep '23
Good thing to have on the record
Tue, 29 Aug '23
Triumph
Tue, 11 Jul '23
Finish first
Wed, 24 May '23
Victory
Tue, 4 Apr '23
Hit the jackpot
Mon, 6 Feb '23
Take the pot, in poker
Thu, 15 Dec '22
Don't lose
Wed, 7 Dec '22
When doubled, like a good situation
Sat, 19 Nov '22
Carry the day
Fri, 11 Feb '22
Morale booster
Thu, 2 Dec '21
Success
Tue, 16 Nov '21
Earn the most votes, say
Thu, 21 Oct '21
Connect four in the game Connect Four, e.g.
Tue, 5 Oct '21
Victory
Wed, 8 Sep '21
Take home the gold
Thu, 29 Apr '21
The 1, in 1-0
Mon, 1 Feb '21
Finish first in a race