A History of Short Words

From the New York Times Crossword Puzzle

OWED

Fri, 5 Jul '24
Was behind
Mon, 29 Apr '24
Had to pay back
Sat, 29 Jul '23
Like some stakes
Thu, 30 Mar '23
Had to pay
Wed, 4 Jan '23
Was behind
Mon, 5 Dec '22
Had bills to pay
Thu, 17 Jun '21
Was in the red
Mon, 15 Mar '21
Like debts
Thu, 11 Mar '21
Overdue