The phrase is a metaphor from medieval armor, meaning it's not about actual armor but a person's weak point. Despite his experience, not adapting to new technology was a chink in his armour.
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Negative Connotation
This phrase often implies a weakness that could be exploited by others. Her short temper is a chink in her armour that her opponents use to their advantage.
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Not Always Obvious
The weakness described by the phrase may not be apparent at first and could require insight to identify. He seemed invincible until we discovered a chink in his armour – his fear of public speaking.