45 entries under shrewd topic. ×

28
crafty(adjective, mean, smooth, sharp, ability)
26
cunning(adjective, mean, smooth, sharp, ability)
24
wily(adjective, mean, smooth, sharp, ability)
23
foxy(adjective, smooth, ability, honest, informal)
15
designing(adjective, mean, smooth, sharp, smart)
15
devious(adjective, sharp, honest, false, negative)
11
sharp(adjective, mean, smooth, ability, smart)
10
dishonest(adjective, mean, smooth, wrong, smart)
10
sneaky(adjective, mean, smooth, smart, honest)
9
double-dealing(adjective, mean, smooth, wrong, smart)
9
treacherous(adjective, mean, smooth, wrong, smart)
8
underhanded(adjective, honest, false, dishonest, cunning)
7
crooked(adjective, mean, smooth, smart, false)
7
fraudulent(adjective, false, dishonest, cunning, deceitful)
6
dexterous(adjective, sensitive, intelligent, cunning)
4
Machiavellian(adjective, smooth, sharp, negative, deceitful)
4
conniving(adjective, mean, smooth, smart, false)
4
politic(adjective, cunning, subtle, sly)
4
shady(adjective, smooth, false, dishonest, cunning)
3
insincere(adjective, false, dishonest, cunning, deceitful)
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APASmart Define. (2016). guileful thesaurus. Retrieved September 28, 2026, from https://smartdefine.org/guileful/thesaurus/synonyms
ChicagoSmart Define. 2016. "guileful thesaurus" https://smartdefine.org/guileful/thesaurus/synonyms (accessed September 28, 2026).
HarvardSmart Define 2016, guileful thesaurus, Smart Define, viewed 28 September, 2026, <https://smartdefine.org/guileful/thesaurus/synonyms>.
MLASmart Define. "guileful thesaurus" 24 March 2016. Web. 28 September 2026. <https://smartdefine.org/guileful/thesaurus/synonyms>