142 entries under careful topic. ×

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witting(adjective, cautious, planned, prudent)
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all ears(expression, considerate, responsive, helpful)
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coldblooded(cautious, prudent, intentional)
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crafty(reasonable, sensible, intelligent, sage)
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cunning(sound, reasonable, sharp, sensible)
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foresighted(sound, reasonable, sharp, sensible)
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forethoughtful
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grasping(reasonable, sensible, intelligent, sage)
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leery(sober, cautious, prudent, wary)
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on the lookout(expression, idiom, considerate, responsive)
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playing it cool(expression, idiom, watchful)
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playing safe(expression, sober, prudent, wary)
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pussyfoot
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sensing(reasonable, sensible, intelligent, sage)
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sophic(reasonable, sensible, intelligent, sage)
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taking it easy(expression, idiom, watchful)
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taking it slow(expression, idiom, watchful)
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taught(reasonable, sensible, intelligent, sage)
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tentative
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thinking twice(expression, watchful)
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APASmart Define. (2016). thoughtful thesaurus. Retrieved September 30, 2026, from https://smartdefine.org/thoughtful/thesaurus/synonyms
ChicagoSmart Define. 2016. "thoughtful thesaurus" https://smartdefine.org/thoughtful/thesaurus/synonyms (accessed September 30, 2026).
HarvardSmart Define 2016, thoughtful thesaurus, Smart Define, viewed 30 September, 2026, <https://smartdefine.org/thoughtful/thesaurus/synonyms>.
MLASmart Define. "thoughtful thesaurus" 29 March 2016. Web. 30 September 2026. <https://smartdefine.org/thoughtful/thesaurus/synonyms>