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But, with NSOs, if you file an 83(b), you avoid tax, correct?

83b only avoids future capital gains tax, not tax on the shares being acquired at the time of exercise. In my above example, an 83b doesn't save you from having to pay taxes on the 9K value difference, because that's not considered a capital gain.

The only way to not be taxed at the time of exercise is if the share price hasn't changed since you joined the company.

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