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<Can a Roth IRA be self-directed? If so, would it make any sense to set up DRIPs in each of the Foolish Four as the investments in this self-directed Roth? >

Roth IRA's can certainly be self-directed. Whether you could set up a DRIP inside one is another matter. It is my understanding that to participate in a DRIP, you must be the owner of record for the stock. In an IRA, you are a beneficial owner, but since the stocks are held in street name for your benefit, you are not the owner of record, and so, are ineligible to participate in a DRIP.
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