The origin of the idiom "play Old Harry with something" can be traced back to historical folklore and superstitions. In many cultures, "Old Harry" is a colloquial term used to refer to the devil or a mischievous, disruptive force. The expression likely evolved from the idea that if someone were to invite chaos or disorder into a situation, they were, in essence, inviting the mischief associated with "Old Harry. It is commonly used in discussions about mismanagement, disorganization, or chaos in various situations, such as work environments, projects, plans, or even personal matters.

What is the origin of the idiom "play Old Harry with something" and when to use it?

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to [play] Old Harry with {sth}

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