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Unless you know someone who works for the IRS well enough for that person to be willing to break the law on your behalf, I don't know of any way you could do this "discreetly".

If you have income you should report, report it. If you've gotten a W-2 form or Form 1099, then you don't need to "find out" discreetly or otherwise, because they know. If you should have gotten one but didn't, they may or may not know, but the safe assumption would be that they do and that the taxes cannot possibly be as much as the taxes and penalties for not reporting it. They may not know about illegal income, but you can't realistically assume that (that's how they brought down Al Capone).

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Q: Can you discreetly find out what information the IRS has on you or let a sleeping dog lie?
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