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Quarterly Taxes Are Due Soon and Most Freelancers Get This Wrong

Persona #4 · Vol: 0

If you started freelancing, driving for a rideshare app, or selling crafts online this year, there's a good chance you owe the IRS money you haven't paid yet — and no one is withholding it for you.

Estimated tax payments are how self-employed workers, gig drivers, and independent contractors settle up with the government four times a year instead of once in April.

Miss them, and the IRS can tack on an underpayment penalty even if you're getting a refund overall.

The next due date is **September 15**, covering income from June through August.

That's less than two weeks away for anyone who hasn't planned for it.

Here's the part that trips people up: it isn't just freelancers.

If you picked up a side hustle, earned significant interest on savings, collected dividends, or sold stock at a profit, you may need to make a payment too.

Employees with a second income stream often assume their paycheck withholding covers everything.

The math feels intimidating, but the shortcut is simpler than most people think.

Grab last year's tax return and find your total tax.

If your income is roughly similar this year, divide that number by four and send that in each quarter — the IRS calls this the "safe harbor" method, and it protects you from penalties as long as you hit certain thresholds.

If your income jumped, you'll want to estimate higher.

A rough rule of thumb: set aside 25 to 30 percent of every freelance check in a separate savings account.

That cushion covers federal income tax plus the 15.3 percent self-employment tax that gig workers pay for Social Security and Medicare.

You can schedule a payment through IRS Direct Pay straight from your bank account, use the IRS2Go app, or set up an account at EFTPS.gov.

Credit card payments work too, but the processors charge a convenience fee of roughly 1.85 to 2 percent — which can sting on a large balance.

One trap worth flagging: scammers flood inboxes and phone lines every quarter, pretending to be the IRS and demanding immediate payment by gift card or wire transfer.

The real agency never calls demanding instant payment, never threatens arrest over the phone, and never asks for gift cards.

If you get that call, hang up and check your actual IRS account online.

If you truly can't pay the full amount by the deadline, file anyway.

The failure-to-file penalty runs about 5 percent of unpaid taxes per month, while the failure-to-pay penalty is roughly 0.5 percent.

Filing on time and setting up an installment plan with the IRS is almost always cheaper than ignoring the notice.

The people who get burned most often aren't the ones who owe the most — they're the ones who didn't realize they owed anything until a letter showed up.

Final Thoughts

Mark a calendar reminder for September 15, and if you're not sure whether you owe, a free IRS account transcript or 15 minutes with a tax preparer can answer it before the deadline does it for you.

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