circumspect (adj) - careful, cautious, or prudent; unwilling to take risks [sur-kuhm-spekt]
BREAKDOWN: CIRCUM- (around) + SPEC- (look)
circumspection is caution, prudence, or vigilance
See also: circumvent, spectral, speculate
"Familiarity with danger makes a brave man braver, but less daring. Thus with seamen: he who goes the oftenest round Cape Horn goes the most circumspectly." —Herman Melville