New to stock - let’s say I bought 10 shares of stock in July 2019, bought additional 10 shares in Dec 2019. If I sell 10 shares in August 2019, would that income be considered short term or long term?

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It would be short term for the shares you bought in July and nothing for the shares you buy in December since you haven’t purchased them yet in August of 2019

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If you sold it in August you only owned the shares you bought in July when that happened so that July is your basis,

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