highflier /haɪˈflaɪə(ɹ)/ noun7 •A person who or a type of aircraft that flies at high elevations. •(figurative) An ambitious person, especially one who takes risks or has an extravagant lifestyle.under the appellations of Tory, Jacobite, highflier, and other cant words — 1711 •A glamorous stock that potentially offers high returns to investors.Virtually all highfliers that I have seen over all these years of trading have crumbled at some point. — 2003 •A vertical pole used in commercial fishing to locate the beginning and end of a long fishing line. •A swingboat.[…] and high-flyer boat-swings, full of half-drunken men and half-mad, screaming girls, swing up to perilous heights, and all but whirl over, as if to shoot out the whole of their frantic cargoes! — 1871 •A type of phaeton carriage.The emotions of those who journeyed for the first time on a railway at a speed four times as great as that of the swiftest High-flier that ever devoured the road are forgotten by this generation. — 1919 •(slang, no longer used) A writer of begging letters. formshighfliers