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The phrase having a chip on one's shoulder refers to holding a grudge or grievance that readily provokes disputation. chip on the shoulder comes from the ancient right of shipwrights within the Royal Navy Dockyards to take home a daily allowance of offcuts of timber, even if good wood was cut up for this purpose.
Rating Newest Oldest. Best Answer: In olden days if you were teed off at someone and wanted to make them back down from a position or attitude, you would put a chip of wood on your shoulder and dare the other person to knock it off.