Entry 1 sense Webster, 1913 circumspectly /(sẽr"kŭm*spĕkt`ly̆)/ · cir·cum·spect·ly · IPA /ˈsɝː.kəm.spekt.l/ 01 adv. In a circumspect manner; cautiously; warily. 1. In a circumspect manner; cautiously; warily.