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just to avoid a $12 brokerage fee.

There are brokerages who charge less per trade with an account of $1000. I think I saw one for $2.99 per trade. I suggest you totally forego your maneuvers and move his account to a place that charges less. The differential in FMV of the stock moved could potentially cost more than the brokerage fee i.e. 20 shares @$50 when bought vs $@51 when transferred. Oops, that's $20 vs. a brokerage fee of $12 or less. And it would be HIS gain instead of yours. This seems to be a case of being penny wise and pound foolish.

JMHO ;^)
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