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All answers having "Careless" as clue:

3 Character Answers:

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LAX

SAW



4 Character Answers:

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RASH

SILO



5 Character Answers:

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MESSY

RISKY

SAPID



6 Character Answers:

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ENRICH

REMISS

SLOPPY

UNWARY



7 Character Answers:

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UNALERT



8 Character Answers:

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SLAPDASH

SLIPSHOD



9 Character Answers:

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IMPRUDENT

NEGLIGENT

SLAPHAPPY



10 Character Answers:

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ERRORPRONE

INSOUCIANT



11 Character Answers:

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PERFUNCTORY