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I would say that if you are having this problem most likely the latch has been slightly bent in or out, or the vehicle has been wrecked in the past. Also, the alignment of the trunk could be off. (wrecked) But a trunk latch can get damaged from slamming it over and over. Also, if it is a used car, you never know what has been done to the vehicle. Maybe someone locked their keys in the trunk and broke the latch in the past. Or, maybe someone broke into the car when it was previously owned and the latch has been replaced. You never know. People do strange things.

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Q: Why would the trunk latch not work sometimes and work others trunk will not latch should you try adjusting the latch or the hook of the latch?
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