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What I am trying to understand is which bullet would tend to mess up more meat on the deer the 150 grain or the 165? Is it the lighter bullet that expands too quickly and does more damage?
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Bullet expansion and meat loss are the product of many factors including bullet speed at the time of impact, bullet weight, bullet construction, angle of impact, place of impact, etc.
Generally with a hunting type bullet - for a given bullet type, heavier means slower and less expansion. Personally, I have a terrible dislike for ballistic tip bullets because of their tendency to over expand. Other people love them. My favorite bullet in 30-06 happens to be a 180 gr Federal Power Shok. Cheap, very accurate in my guns, and deadly on anything I choose to shoot.
Try several and see what shoots good in your particular barrel then stick with that.