24
crafty(noun, adjective, smooth, negative, cunning)
20
sly(noun, adjective, smooth, negative, cunning)
16
cunning(adjective, negative, deceitful, shrewd, devious)
15
artful(adjective, smooth, sharp, negative, cunning)
15
shrewd(adjective, smooth, sharp, negative, cunning)
15
wily(adjective, smooth, sharp, negative, cunning)
13
devious(adjective, smooth, sharp, negative, wicked)
12
scheming(adjective, negative, deceitful, shrewd, tricky)
12
tricky(adjective, cunning)
11
designing(adjective, negative, cunning, deceitful, subtle)
10
deceitful(adjective, cunning, scheming)
10
conniving(adjective, negative, deceitful, shrewd, wily)
10
insidious
8
calculating(adjective, negative, deceitful, shrewd, tricky)
7
foxy(adjective, negative, bad behavior)
7
slick(adjective, negative, bad behavior)
7
subtle
7
unscrupulous(adjective, negative, wicked, cunning, scheming)
6
intriguing(adjective, cunning)
5
crafty
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APASmart Define. (2016). machiavellian thesaurus. Retrieved September 20, 2026, from https://smartdefine.org/machiavellian/thesaurus/synonyms
ChicagoSmart Define. 2016. "machiavellian thesaurus" https://smartdefine.org/machiavellian/thesaurus/synonyms (accessed September 20, 2026).
HarvardSmart Define 2016, machiavellian thesaurus, Smart Define, viewed 20 September, 2026, <https://smartdefine.org/machiavellian/thesaurus/synonyms>.
MLASmart Define. "machiavellian thesaurus" 24 March 2016. Web. 20 September 2026. <https://smartdefine.org/machiavellian/thesaurus/synonyms>