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Millions of Gig Workers Are About to Owe Money They Didn't Set Aside

Persona #2 · Vol: 0

The direct-deposit hits every Friday, and for a lot of gig workers it feels like a real paycheck.

If you drive for a rideshare company, deliver food, rent out a spare room, or sell handmade goods online, nobody is withholding federal income tax or Social Security and Medicare taxes from that money before it reaches your account.

Come filing season, that difference turns into a bill.

Tax professionals have been flagging the same pattern for years: workers who earn $30,000 or $40,000 in gig income often discover they owe several thousand dollars, and many of them have nothing saved to cover it.

Employees split their payroll taxes with an employer, each side covering 7.65%.

Independent contractors pay both halves, which comes to 15.3% on top of regular income tax.

That self-employment tax alone can swallow a meaningful chunk of a side hustle that looked profitable on paper.

If you earned more than $20,000 and had 200 or more transactions through a platform like Uber, Airbnb, or Etsy, the company sends you and the IRS a 1099-K.

Under a newer rule, some platforms are phasing in reporting at a $5,000 threshold, which means the agency is seeing income it might not have matched before.

Even below that line, you're still supposed to report what you made.

The IRS matches forms, and a missing 1099-K doesn't make the income invisible.

Take a percentage off the top of every payment — many accountants suggest 25% to 30% — and park it in a separate savings account you don't touch.

When quarterly estimated taxes come due in April, June, September, and January, the money is already sitting there instead of coming out of rent.

The other half of the strategy is deductions.

Gig workers can write off the miles they drive, the phone they use for bookings, a portion of their home internet, supplies, and the fees platforms charge.

Mileage adds up fast: the standard rate for 2024 was 67 cents per mile, and a driver logging 15,000 business miles is looking at a deduction over $10,000.

Tracking it with a free app takes seconds per trip and routinely saves more than the app costs.

If you buy your own coverage, premiums may be deductible, and self-employed workers can sometimes deduct a portion of what they pay.

That's worth a conversation with a tax preparer, because the rules have limits and exceptions that vary by situation.

What ties all of this together is a habit most gig workers never get taught: treat the platform like a client, not an employer.

They don't cover your half of payroll taxes.

The flexibility is real, but so is the obligation, and the people who come out ahead are the ones who set money aside in week one instead of panicking in April.

My take: the gig economy sold a lot of people on freedom without mentioning the bookkeeping.

A separate tax account and a mileage tracker won't make you rich, but they'll keep a good month from turning into a bad spring.

Final Thoughts

The best time to start setting that money aside was your first payout.

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