Green’s Dictionary of Slang

1. playing ‘two-up’.

1885		Bulletin (Sydney) 31 Jan. 20/1: [H]e quotes the case of a peripatetic Nooze agent, of six, who, being hauled up for ‘head’n’ ’em,’ [...] was sent up for three months without the option. [Ibid.] 30 May 6/1: Madame Ristori is still ‘on the act’ [...] Her prolonged career on the stage is probably due to a passion long since developed by the Marquis del Grillo for ‘heading them.’.
1891		Bird o’ Freedom (Sydney) 21 Feb. 4/2: An’ ‘Nosey,’ as does all the ‘heading ’em’ tricks.
1900–10		Stephens & O’Brien Materials for a Dict. of Aus. Sl. [unpub. ms.].

2. making and saving money.

1900–10

Stephens & O’Brien Materials for a Dict. of Aus. Sl. [unpub. ms.].