...the tax implications of buying/selling stock? If I have a modest number of trades in the year, will I need help to do my taxes, or is it still pretty manageable? What documents are necessary to aid in reporting?

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You shouldnt need help doing your taxes. You will need a record of your purchase price and date of purchase and your selling price and date of sale. Your trade confirmation slips are fine but you can also use your year end tax statement from your brokerage/investment house.

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