Sep 3, 2026

6 Financial Moves the IRS Definitely Notices

Written by John Csiszar
|
Edited by Ashleigh Ray
6 Financial Moves the IRS Definitely Notices

Here's what the IRS won't tell you: they're not tracking every penny that moves through your accounts. But some financial moves absolutely get flagged and not always for the reasons you'd expect. The difference between staying invisible to auditors and drawing unwanted attention often comes down to awareness.

If you want to avoid any issues, it pays to know what the IRS has on its radar. Below are six major triggers that catch federal eyes.

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Even if you don’t see your side hustle as a “job,” the IRS considers the income you make to be taxable. Whether you’re reselling vintage Levi’s online or writing a blog as a hobby, any income you generate is taxable the same way as a salary.

Things can get tricky if you receive payment for any work through apps like PayPal, Venmo or Cash App. These services are only required to send you a 1099-K once you receive $20,000 in payments and 200 transactions in a year, per the IRS. But even if you don’t get a 1099, that money is still considered taxable income. 

The IRS flags any single deposit over $10,000 as a money laundering precaution, which sounds ominous until you realize how easily "normal" transactions hit that mark. Selling a used car for $11,000? Your bank reports it. Running a side gig with large cash payments from customers? Same thing.

And the IRS is smart about patterns too. Multiple smaller deposits that add up to over $10,000 in aggregate trigger reporting requirements just the same.

In the early days of crypto, you were not required to report any income generated from digital transactions. Now, there’s a yes-or-no question about digital assets that every single filer has to answer.

Holding crypto isn't the issue; it's the transactions. If you sold any crypto, traded it or otherwise made money on digital assets, you have to report it. That likely means reporting a taxable event on your return.

Gifts to friends, family members or anyone else generally fly under the IRS radar unless they're large. For 2026, you can give up to $19,000 to any one person without IRS involvement. Married couples can give $38,000 per recipient.

After those limits, you either have to reduce your lifetime gift tax exemption or file gift tax paperwork with the IRS. In cases where the limit is exceeded, it’s the donor, not the recipient, that’s liable for the tax. 

Donations are a form of “gift,” but the IRS views them slightly differently. In most cases, you can donate as much as you want to a qualifying charity, and you can generally receive a tax write-off in return. But if you’re donating $100,000 to the Red Cross and you only earn $50,000 per year, expect the IRS to come calling. 

If you're in a position to make an outsized donation, keep receipts. The IRS wants proof it's legitimate and wants to trace where the money came from. According to the Tax Policy Center, returns with unusually large deductions relative to income are audit magnets.

When times are hard, some account holders withdraw money from their retirement accounts before they reach age 59 ½. While most realize that money is taxable, some may overlook that the IRS levies a 10% early withdrawal penalty as well.

So, if you withdraw $5,000 from your IRA at age 58, you’ll not only owe income tax, you’ll have to pay an additional $500 penalty. Firms report early distributions directly to the IRS, so you’ll definitely draw attention.

None of these triggers automatically means an audit. But they do mean the IRS will be paying closer attention. The smartest move is knowing which of your financial activities land on their radar — and if they do, having your documentation ready to prove everything is above board.

This article was provided by MoneyLion.com for informational purposes only and should not be construed as financial, legal or tax advice. 

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Written by
John Csiszar
Edited by
Ashleigh Ray