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1

An actual conversion to a different holding would not be a taxable event. For example VFIAX to VOO, if converted by the fund provider. (I'm using Vanguard funds as an example both because one appeared in the question and because they are somewhat unique in making ETFs a share class of their mutual fund. They specifically support this non-taxable ...


4

Generally, if you sell an asset in a non-tax-sheltered account for more than you paid for it, that's a capital gain, and you have to pay capital gains tax. There are exceptions, but I don't believe any exceptions apply here. The wash sale rule says that if you sell a security at a loss and buy a "substantially identical" security shortly before or after, ...


3

So, can I sell my SPY and then buy the equivalent VOO? Absolutely - nothing prevents you from doing so. And if you have a gain then wash sale rules are irrelevant. You would then owe capital gains tax on the gain in value. But the cost basis for VOO would be higher, so your gains on that fund would be lower. So your choice is to pay, say $1,000 in tax now (...


0

Is there a “Best” Software to keep track of Wash sales? Gainskeeper and Tradelog are two well known professional tax accounting software packages. When I used to trade very heavily (100's of wash sales), I used Tradelog. It did a better job reconciling trades than my broker did. I no longer use it and they are under new management so this isn't a ...


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