A History of Short Words

From the New York Times Crossword Puzzle

WIN

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