I would absolutely buy a raw card under the same conditions I would buy a slabbed card. Is the seller reputable? Will he refund money if it turns out something is wrong with the card? etc.
What I would not do is pay based upon some theoretical/made up grade. Just cause it looks like a 5, doesn't mean it will grade a 5.
Also, I would be much more inclined to buy a card raw in person, unless I knew the person or knew of their reputation. There are many on this board i would have no problem buying something raw from.
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