67 entries under careful topic. ×

42
shrewd(adjective, mean, smooth, reasonable, keen)
25
astute(adjective, mean, cool, kind, smooth)
22
prudent(adjective, action, close, mean, kind)
21
smart(adjective, mean, cool, smooth, keen)
21
slick(adjective, appearance, mean, cool, smooth)
18
wise(adjective, cool, smooth, reasonable, keen)
17
frugal(adjective, characteristic, quality, mean, practice)
16
cautious(adjective, kind, smart, sensible, restrained)
15
wary(adjective, close, mean, kind, smart)
14
knowing(verb, adjective, smooth, reasonable, keen)
13
calculating(adjective, mean, smooth, keen, sharp)
13
perspicacious(adjective, keen, sharp, ability, smart)
12
sagacious(adjective, cool, smooth, reasonable, keen)
11
cagey(adjective, mean, smooth, keen, sharp)
11
discreet(adjective, kind, reasonable, friendly, smart)
11
watchful(adjective, close, mean, cool, smart)
10
circumspect(adjective, close, mean, kind, friendly)
9
judicious(adjective, cool, smooth, reasonable, keen)
8
chary(adjective, mean, save, practical)
8
provident(adjective, mean, save, practical)
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APASmart Define. (2015). canny thesaurus. Retrieved September 28, 2026, from https://smartdefine.org/canny/thesaurus/synonyms
ChicagoSmart Define. 2015. "canny thesaurus" https://smartdefine.org/canny/thesaurus/synonyms (accessed September 28, 2026).
HarvardSmart Define 2015, canny thesaurus, Smart Define, viewed 28 September, 2026, <https://smartdefine.org/canny/thesaurus/synonyms>.
MLASmart Define. "canny thesaurus" 14 April 2015. Web. 28 September 2026. <https://smartdefine.org/canny/thesaurus/synonyms>