Syllable division derived from spelling — this word is not in the pronouncing dictionary, so no phonetic transcription is shown rather than a guessed one.
with-it is an adjective meaning "in accord with the most fashionable ideas or style". It carries 2 recorded senses.
in accord with the most fashionable ideas or style
“wears only the latest style”
“the last thing in swimwear”
“cutting-edge technology”
“a with-it boutique”
having the shrewd resourcefulness needed to survive in an urban environment
Definitions, synonyms and semantic relations for with-it come from Princeton University’s WordNet. Commonness is measured against a corpus of everyday English. Full sources and licences.