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Get your taxes done using TurboTax
Question 1 - Yes, if the NQSOs were granted to you in multiple lots, then you should report them as such. Although, it appears that you have entered a summary of these transactions rather than as individual transactions. Is that what you have entered, a summary versus the individual lots? A summary may work, although it may require that you also mail your 1099-B to the IRS. You are correct in that the gain/loss does matter as that is what your tax, if any, will be based on.
Question 2 - Yes, you should use the cost basis number on the 1099-B. The cost basis, if summarized, should be the sum total of all costs.
Question 3 - That loss amount of 0.33 suggests there is no gain or loss because a loss of 0.33 will round down to zero. With neither a gain nor loss probably accounts for the reason why you are not seeing any change in your overall return after entering the NQSOs. Does your 1099-B reflect any gain or loss for the NQSOs? If it does, it may not be accurate unless the broker knew your cost basis when you exercised the options.
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