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I know that I should include the usual disclaimer that congress always can come in and change the rules again. Still, I think that seeing the larger picture may save you from spending an inordinate amount of time worrying over the tracking of your expenses.

I would expect that Congress WILL change the rules. They have twice in the last 10 years already. Since the general rule for any capital asset is that your gain is your sales price less your adjusted cost basis, you should always be able to determine your adjusted cost basis.

Besides, the current rules don't tell you not to make the calculations. They only state that if the taxable gain is less than $250/500K and you meet certain conditions, you do not have to report the gain.

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