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I have a unique situation. I have a lot of money saved for retirement, 47yrs old, but it is all in one stock. To sell the stock to diversify would expose me to large capital gains taxes which would erode my savings. Approximately 1/4 is in a 401k which I can transfer funds from the Company stock (HD) to mutual funds. The balance is in stock options which all are mature and can be exercised. I know that I should diversify but the stock is doing well and the cost of diversifying could have a serious negative tax impact. Any ideas?
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