keeping on one's toes

circumspect discreet judicious leery prudent tentative vigilant wary watchful

alert safe

all ears cagey calculating chary considerate forethoughtful gingerly hedging one's bets heedful on the lookout playing it cool playing safe politic provident pussyfoot shrewd taking it easy taking it slow thinking twice walking on eggs watching one's step watching out with one's eyes peeled

careless certain foolish inattentive incautious indiscreet negligent rash reckless sure thoughtless uncareful unwise

hasty heedless imprudent unguarded unobservant

attentive circumspect considerate distrustful frugal leery prudent suspicious vigilant watchful

alert cagey calculating canny chary discreet doubting gingerly guarded handling with kid gloves heedful on guard on the lookout on the qui vive provident safe saving sly sparing thinking twice thrifty unwasteful walking on eggs watching one's step watching out wide-awake

careless certain inattentive incautious inconsiderate indiscreet negligent

foolish heedless rash reckless