Green’s Dictionary of Slang

1. (orig. US, also jerry to) aware, knowledgeable, informed; thus n. use one who is aware(see cite 1914).

1902		T.A. Dorgan in Zwilling TAD Lex. (1993) 50: He pulled off a ball in New York a little while ago and oney [sic] the big guys dere was ‘jerry’ to it.
1908		B. Fisher A. Mutt in Blackbeard Compilation (1977) 76: The judge is [...] using soft talk on suspicious pheasant in an effort to entice bird within reach of his trusty salt cellar. Bird seems to be jerry to the judge. [Ibid.] 87: ‘Now you must play sore, see?’ ‘I’m jerry.’.
1913		Fort Wayne Sentinel 4 June 8/5: ‘Didn’t you hear me say “hod dickety dog?”’ asked the traveler. ‘What’s the matter with you rubes, anyway. Everybody who is anybody knows that that means I’m jerry; I’m hep; I connect.’.
1914		Tacoma Times (WA) 13 Jan. 4/4: Lord Ballyrot in Slangland [...] ‘Take the boxing gloves off your ears and get jerry to the chimes.
1914		Sun. Times (Perth) 13 Dec. 8/8: For remember, my slinger of slang, / To your jargon a judge is no jerry.
1921		P. & T. Casey Gay-cat 155: I’m wise, Kid, I’m jerry.
1938		D. Runyon ‘Madame La Gimp’ in Runyon on Broadway (1954) 250: Naturally Madame La Gimp and Judge Henry G. Blake are jerry to Big Nig.
1967		‘Whisper All Aussie Dict.’ in Kings Cross Whisper (Sydney) xxxv 6/3: jerry: To be awake up. From the prophet Jeremiah who knew all.

2. (US) good, fine.

1904		T.A. Dorgan in Zwilling TAD Lex. (1993) 50: Oh, maybe that won’t be a jerry little scrap. There will be no talk of fake in that go.
1930		Dly News (NY) 20 Oct. 4/2: Kelly agreed to restore the [...] property, and all was jerry.

3. (Aus., also jerry to) interested in.

1983

R. Aven-Bray Ridgey-Didge Oz Jack Lang 13: ‘I am Jerry to the early poets myself, I know everything from Eskimo Nell to the Boy Stood on the Burning Deck,’ he said eagerly.