I always thought it did/should mean that the work was gonna be easy since it was cut *out* but apparently it means the work is gonna be hard and I don’t understand how it makes sense
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The term most likely comes from tailoring, where you’d have Person A cutting out fabric pieces for Person B to sew together. When Person A has finished their job, Person B “has their work cut out for them.” Originally the phrase was just used to mean “We have work to do”, but it seems like over time it drifted to be used exclusively to imply particularly difficult work.
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