Noun 1. confidence man - a swindler who exploits the confidence of his victim confidence man - a swindler who exploits the confidence of his victim =con artist, con man ?chiseler, chiseller, defrauder, grifter, scammer, swindler, gouger - a person who swindles you by means of deception or fraud Chas sure has the confidence of a lot of CTDT investors.