headsy adj. smart and bold; clever and ballsy. (source: Double-Tongued Dictionary)
Further reading
Tracy in Beaufort, North Carolina, says her grandmother, aunts, and uncles used to try to calm down an upset or bossy person with Well, don’t get astorperious! You might debubiate! In the work of Zora Neale Hurston and in Harlem Renaissance...
Samantha Harvey’s novel Orbital is a sensuous, exhilarating meditation about the strangeness of life on a space station, with its mix of tedious tasks and jaw-dropping views. And: a musician who rode the rails in his youth shares the slang he...
Probably derived from “heads-up” = ‘alert, resourceful’ (dated to 1947 by MWCD11).
I think so too, with reinforcement from “gutsy” and “ballsy.”