1
on the inside(expression, sharp, smart, intelligent, clever)
1
on top of(expression, sharp, smart, intelligent, clever)
1
penetrating(sharp, smart, intelligent, clever, astute)
1
percipient
1
piercing(adjective, sharp, smart, intelligent, clever)
1
practical(adjective, cool, smooth, refined, mature)
1
practiced(adjective, refined, practical, mature, cultured)
1
privy
1
privy to
1
probing(sharp, smart, intelligent, clever, astute)
1
profound(sharp, smart, intelligent, clever, astute)
1
prudent(sharp, smart, intelligent, shrewd, clever)
1
quick(smart, shrewd, clever, subtle, artful)
1
quick-witted(sharp, smart, intelligent, shrewd, clever)
1
sagacious(adjective, smooth, keen, sharp, smart)
1
scheming(cunning, deceitful, sly, crafty, devious)
1
schooled(adjective, cool, refined, practical, mature)
1
seasoned(adjective, smooth, refined, practical, mature)
1
seized of
1
sensible of
11 years ago|6.2k views|share |citing 
APASmart Define. (2015). streetwise thesaurus. Retrieved September 25, 2026, from https://smartdefine.org/streetwise/thesaurus/synonyms
ChicagoSmart Define. 2015. "streetwise thesaurus" https://smartdefine.org/streetwise/thesaurus/synonyms (accessed September 25, 2026).
HarvardSmart Define 2015, streetwise thesaurus, Smart Define, viewed 25 September, 2026, <https://smartdefine.org/streetwise/thesaurus/synonyms>.
MLASmart Define. "streetwise thesaurus" 14 April 2015. Web. 25 September 2026. <https://smartdefine.org/streetwise/thesaurus/synonyms>