with-it vs street smart

with-it and street smart both are adjectives.

Word	Noun	Adjective	Verb	Adverb
with-it	No	Yes	No	No
street smart	No	Yes	No	No

As adjectives, with-it and street smart are synonyms defined as:

with-it and street smart: having the shrewd resourcefulness needed to survive in an urban environment

Other synonyms of with-it include streetwise.

with-it (adjective)	street smart (adjective)
in accord with the most fashionable ideas or style	having the shrewd resourcefulness needed to survive in an urban environment
having the shrewd resourcefulness needed to survive in an urban environment