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Karl,

Every time you put your pistol into the glove box (or remove it) you chance someone seeing it.

Perhaps, a shoulder holster would help your situation. Or, a cross draw holster would be more comfortable while driving or exiting a car.

The constant action of removing and re-holstering is asking for a number of negative problems from theft out of the glove box to forgetting to re-holster and going about unarmed.