1
watchful(smart, shrewd, clever, subtle, artful)
1
well-bred(adjective, cool, refined, practical, mature)
1
well-read
1
with it(expression, adjective, smart, cunning, refined)
1
world-weary(adjective, cool, refined, practical, mature)
1
worldly(adjective, smart, cunning, refined, practical)
1
worldly-wise(smart, shrewd, clever, subtle, artful)
1
worldly wise(expression, refined, practical, mature, cultured)
0
Machiavellian
0
accomplished
0
accurate(sharp, smart, astute)
0
aggressive(spirited, ambitious, bloodthirsty)
0
ambitious(adjective, spirited, aggressive, competing, bloodthirsty)
0
antagonistic(adjective, spirited, aggressive, ambitious, competing)
0
at odds(expression, adjective, spirited, aggressive, rival)
0
au fait
0
capable
0
chic(cultured, urbane, erudite)
0
combative(adjective, spirited, aggressive, ambitious, competing)
0
competing(adjective, spirited, aggressive, ambitious, bloodthirsty)
11 years ago|6.2k views|share |citing 
APASmart Define. (2015). streetwise thesaurus. Retrieved September 26, 2026, from https://smartdefine.org/streetwise/thesaurus/synonyms
ChicagoSmart Define. 2015. "streetwise thesaurus" https://smartdefine.org/streetwise/thesaurus/synonyms (accessed September 26, 2026).
HarvardSmart Define 2015, streetwise thesaurus, Smart Define, viewed 26 September, 2026, <https://smartdefine.org/streetwise/thesaurus/synonyms>.
MLASmart Define. "streetwise thesaurus" 14 April 2015. Web. 26 September 2026. <https://smartdefine.org/streetwise/thesaurus/synonyms>