A History of Short Words

From the New York Times Crossword Puzzle

OWES

Wed, 25 Sep '24
Sees red?
Wed, 17 Apr '24
Doesn't have enough
Fri, 29 Dec '23
Has balance issues
Mon, 25 Dec '23
Is in the hole
Wed, 26 Jul '23
Is indebted to
Fri, 3 Feb '23
Is short
Wed, 25 Jan '23
Has a student loan, say
Sat, 24 Dec '22
Takes credit, in a way
Fri, 15 Jul '22
Is short
Tue, 24 May '22
Has an open tab, say
Mon, 28 Mar '22
Is behind financially
Wed, 27 Jan '21
Is indebted to