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b1shop comments on Post ridiculous munchkin ideas! - Less Wrong
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I know nothing about tax law, so this is an important disclaimer. I won't end up trying this.
To spell out the idea, one could have their Roth IRA and their investment account at separate institutions. The Roth IRA broker would simply see a loss (gain) and the investment account broker would simply see a gain (loss). Each institutions reporting these changes to the IRS is the benefit of the finagling.
Yes, and the IRS would see both transactions under your tax identification number (for an individual, typically the social security number). The IRS is going to have an opinion about what that transaction means for your IRA account, and if your tax return is not consistent with that opinion, the IRS will expect an explanation.
Disclaimer to any reader: I am not your lawyer. I am not a tax lawyer. I didn't do any legal research. Don't rely on my opinion for any reason. Definitely don't rely on this opinion to try and pay less taxes. If this is a real issue for you, hire someone to do the research, or do it yourself.