66 entries under careful topic. ×

1
playing it cool(expression, adjective, idiom, prudent)
1
playing safe(expression, adjective, thoughtful, prudent)
1
politic(adjective, thoughtful, wise, prudent)
1
provident(adjective, thoughtful, prudent, suspicious)
1
pussyfoot(adjective, thoughtful, cautious, prudent)
1
safe(adjective, restrained, reserved, prudent)
1
shrewd(adjective, thoughtful, wise, prudent)
1
taking it easy(expression, adjective, idiom, prudent)
1
taking it slow(expression, adjective, idiom, prudent)
1
tentative(adjective, thoughtful, prudent, watchful)
1
thinking twice(expression, adjective, cautious, prudent)
1
unsleeping(adjective, keen, anxious, alert)
1
waiting on(expression, adjective, keen, alert)
1
walking on eggs(expression, adjective, idiom, cautious)
1
watching out(expression, adjective, cautious, prudent)
1
with eyes peeled(expression, adjective, idiom, keen, restrained)
1
with weather eye open(expression, adjective, idiom, keen)
0
astir(adjective, restless, disturbed, sleepless)
0
defensive(adjective, adverb, alert, watchful)
0
feeling wary(expression, adverb, alert)
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APASmart Define. (2015). on the lookout thesaurus. Retrieved October 2, 2026, from https://smartdefine.org/on_the_lookout/thesaurus/synonyms
ChicagoSmart Define. 2015. "on the lookout thesaurus" https://smartdefine.org/on_the_lookout/thesaurus/synonyms (accessed October 2, 2026).
HarvardSmart Define 2015, on the lookout thesaurus, Smart Define, viewed 2 October, 2026, <https://smartdefine.org/on_the_lookout/thesaurus/synonyms>.
MLASmart Define. "on the lookout thesaurus" 14 April 2015. Web. 2 October 2026. <https://smartdefine.org/on_the_lookout/thesaurus/synonyms>