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A trick for when you're trying a strategy you aren't sure of:

you can overpay the IRS by the amount you would pay if the exceptions you are pretty sure apply actually didn't.

They will return the extra to you, and you lose the interest that money could have earned but gain the knowledge for next year of whether you can or can't do what you wanted to try. Depending on your specifics might be cheaper than a tax adviser.

Disclaimer: YMMV, I'm not a tax advisor, I pulled this out of my * * *, etc.




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