circumspectly /ˈsɝː.kəm.spekt.l/ adverb1 •In a circumspect manner; with consideration for all that is pertinent.But at the moment when everything was going so well, there came one of those unforeseeable chances that reduce even the most circumspectly arranged plots to the significance of a mere toss-up. — 1934 formsmore circumspectly · most circumspectly