The third-quarter estimated tax deadline is Sept. 15 — and payments could be more complicated for some filers amid President Donald Trump 's tax changes for 2025 , experts say.
Typically, you should make estimated payments for income without a tax withholding , like earnings from self-employment, freelancing or gig economy work. You may also need payments for investing profits, such as interest, dividends, capital gains or rental income.
Quarterly payments can help reduce taxes owed and " possible underpayment penalties ," the IRS said in a June news release.
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