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3

Settlement for equities is T+2 or two days (options are T+1). Fidelity may have in house restrictions that take longer. That, you should take up with them.


0

No, this would not avoid the wash sale rule. The criteria is not "+/- 30 days within a year" In general, regarding taxes... If you think you have found a 'trick' all by yourself, maybe you should recheck everything carefully. Then look for additional laws that govern this type of thing. Then, if it still seems like a good idea, it is okay to ask ...


5

A wash sale violation occurs if you acquire a 'substantially identical' security within 60 days (30 before or 30 after) of realizing a loss. It has nothing to do with realizing a gain. A wash sale applies to options and equities (not futures). It also applies to short positions as well. Not that it's applicable to most here but it's different for short ...


13

Yes, you will owe tax on the realized gain. But your newly-purchased shares will have a higher cost basis, potentially reducing the taxable gain of future sales (or increasing the deductible loss). Strategically doing this during a lower-income year to save money on taxes is called tax-gain harvesting. Depending on income and filing status, you could realize ...


20

A wash sale violation occurs if you acquire a 'substantially identical' security within 60 days (30 before or 30 after) of realizing a loss. It doesn't matter whether it's in the same year or in two different years.


38

No, that's the whole point of the wash sale rule, to keep people from realizing a loss at the end of the year for tax purposes without significantly changing their position. This assumes that you sold at a loss - if you sold for a gain, you would owe the tax when you file your 2021 taxes, but would raise your tax basis, reducing the amount of tax you'd pay ...


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