CIRCUMSPECT literally means to look (spect) around (circum) in the sense of being cautious and unwilling to take risks. As you can see in our picture, Norman and Spooky are very CIRCUMSPECT before they go outside to patrol their territories.
CIRCUMSPECT has yet to appear as a correct answer for a vocabulary in context question. However, it is making frequent appearances as a tempting wrong answer. So be very CIRCUMSPECT before you select CIRCUMSPECT as your answer!
CIRCUMSPECT – to avoid unnecessary risks by being very cautious and watchful