If you have two choices and always choose the least risky one, this is an example of a time when you arecircumspect.
Origin of circumspectMiddle English ; from Classical Latin circumspectus, past participle of circumspicere, to look about: see circum- and amp; spy
Origin of circumspectMiddle English, from Latin circumspectus, past participle of circumspicere, to take heed : circum-, circum- + specere, to look; see spek- in Indo-European roots.
(comparative more circumspect, superlative most circumspect)
From Latin circumspectō (“look around”).