Green’s Dictionary of Slang

(US) a descent into a lit. or fig. state of poverty.

1960		L.A. Times 23 Aug. 70/2: The Pirates might hit skidsville — they’ve sputtered a bit.
1973		Chicago Tribune 6 Oct. sect. 2 5/1: The Wildcats need this one badly, or it will be Skidsville.
1981		L.A. TImes 5 July 479/4: This place used to flourish [...] Now it’s skidsville.
1992		(con. 1950s) James Ellroy White Jazz Prologue 🌐 Get the picture, kats and kittens? Mickey Cohen is Skidsville, U.S.A., and he needs moolah, gelt, the old cashola.
1999		Sydney Morn. Herald 18 June 68/3: He [...] pulled through Skidsville relatively unscathed.