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No, you still should not combine them as two separate sales are two separate transactions and all information for each one should be entered individually (first entry - all information for the first transaction - if only two separate purchase dates and cost basis amounts, then it is quite possible that the brokerage statement is condensing and therefore the same sales price, share quantity, and sale date are the same for both transactions. You still need to enter them as two separate transactions, however. Be sure to properly classify them as either S/T or L/T as they carry different tax "consequences".