Green’s Dictionary of Slang

1. owing money to.

1832		Albany Microscope (NY) 2 June n.p.: C. Dunbar Troy is ‘into to us’ to the amount of 4.00.
1893		R.G. Hampton Major in Wash. City 38: ‘Herk’ is into me to the extent of $75.
1914		T.A. Dorgan Indoor Sports 11 June [synd. cartoon] Bill’s in to me for 40 bucks.
1907		B. Fisher A. Mutt in Blackbeard Compilation (1977) 6: Here I am into the old lady’s hundred again.
1947		B. Schulberg Harder They Fall (1971) 48: Three hundred and two dollars he’s into me.
1953		‘William Lee’ Junkie (1966) 90: Dupré lost his job [...] He’s already into me for twenty dollars.
1961		H. Ellison ‘High Dice’ in Gentleman Junkie 87: He was into me for about seventy beans.
1967		Maclean’s (Toronto) Oct. 80: He was a hi-fi nut who made his own equipment, which he could have got from Philco for $200 cheaper, and he was into us for several hundred dollars.
1975		E. Torres Carlito’s Way 13: Jakie was into the shylocks for fifty thou.
1984		‘Derek Raymond’ He Died with His Eyes Open 98: He’s into me for fifteen quid.
1990		S. Morgan Homeboy 241: You’re into us for five yards.
1994		P. Blauner Casino Moon 66: ‘You’re in so deep to a bookmaker you gotta borrow thirty-five thousand dollars?’.
1999		P. Temple Black Tide (2012) [ebook] Your bloke’s mate’s in deep to the Armits.
2001		(con. 1945–6) P. Doyle Devil’s Jump (2008) 75: He told me he was into Mick for sixty quid. They were supposed to square last week.
2012		G. Pelecanos (con. 1972) What It Was 78: A local cop who was into him on a gambling debt for two thousand dollars and change.

2. having taken a payment for a job.

1974

V.E. Smith Jones Men 156: They’re already into me now for more’n they’re worth.