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Not sure if this has been discussed yet.

I currently started participating in my company's stock purchase plan, which provides a percentage match for stocks. However, I prefer to sell a certain percentage a quarter, in order to keep my portfolio balanced and as a sort of 'enforced savings plan.'

From my research, this will subject me to short term capital gain taxes, especially in the short term until I hold at least some of the stock for a year. Since this can be upwards of 25%, does anyone have suggestions how I might be able to 'shelter' some of this tax money (and lower my percentage of taxes?) The proceeds of my stock sells will be used to buy shares of different stock.

Thanks in advance,

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