66 entries under careful topic. ×

2
prudent(adjective, smooth, restrained, alert)
2
sleepless(adjective, keen, anxious, alert)
2
wide-awake(adjective, keen, sharp, lively, alert)
1
acute(adjective, keen, anxious, alert)
1
agog(adjective, keen, anxious, alert)
1
alive(adjective, restless, disturbed, sleepless)
1
anxious(adjective, keen, alert, attentive)
1
calculating(adjective, restrained, reserved, prudent)
1
chary(adjective, restrained, reserved, prudent)
1
considerate(adjective, thoughtful, prudent, suspicious)
1
discreet(adjective, restrained, reserved, prudent)
1
forethoughtful(adjective, thoughtful, cautious, prudent)
1
gingerly(adjective, restrained, reserved, prudent)
1
judicious(adjective, thoughtful, wise, prudent)
1
keen(adjective, anxious, alert, attentive)
1
leery(adjective, restrained, reserved, prudent)
1
looking for(expression, adjective, keen, alert)
1
looking to(expression, adjective, keen, alert)
1
on alert(expression, adjective, keen, alert)
1
on toes(expression, adjective, keen, 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>