73 entries under shrewd topic. ×

39
vigilant(adjective, feature, characteristic, understanding, cool)
39
careful(adjective, upset, keen, sharp, smart)
36
observant(adjective, feature, characteristic, understanding, cool)
33
cautious(adjective, adverb, keen, smart, sensible)
30
wary(adjective, keen, sharp, smart, bright)
15
aware(adjective, feature, characteristic, understanding, cool)
13
awake(adjective, understanding, cool, reasonable, keen)
8
canny(adjective, close, mean, cool, smart)
8
sharp(adjective, understanding, cool, keen, bright)
7
conscious(adjective, understanding, cool, keen, sensible)
6
alive(adjective, cool, alert, significant, animate)
6
judicious(adjective, understanding, cool, reasonable, smart)
4
apprehensive(adjective, upset, cool, excited, ready)
4
discerning(adjective, understanding, cool, reasonable, keen)
4
perceptive(adjective, understanding, cool, sharp, bright)
3
cagey(adjective, sharp, smart, bright, sensible)
3
intelligent(adjective, cool, reasonable, sharp, smart)
3
knowing(adjective, understanding, keen, smart, sensible)
3
quick(adjective, understanding, cool, sharp, smart)
3
sagacious(adjective, understanding, cool, reasonable, smart)
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APASmart Define. (2016). watchful thesaurus. Retrieved September 27, 2026, from https://smartdefine.org/watchful/thesaurus/synonyms
ChicagoSmart Define. 2016. "watchful thesaurus" https://smartdefine.org/watchful/thesaurus/synonyms (accessed September 27, 2026).
HarvardSmart Define 2016, watchful thesaurus, Smart Define, viewed 27 September, 2026, <https://smartdefine.org/watchful/thesaurus/synonyms>.
MLASmart Define. "watchful thesaurus" 26 February 2016. Web. 27 September 2026. <https://smartdefine.org/watchful/thesaurus/synonyms>