A History of Short Words

From the New York Times Crossword Puzzle

AWARE

Mon, 1 Nov '21
Cognizant (of)
Sun, 29 Aug '21
Plugged in, so to speak
Tue, 13 Jul '21
In the know
Sat, 19 Jun '21
With it
Mon, 14 Jun '21
In the loop
Thu, 10 Jun '21
Tuned in
Sun, 6 Jun '21
Not in the dark
Mon, 15 Mar '21
In the loop