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Gig Workers Are Getting Hit With Surprise Tax Bills This Year

Persona #1 · Vol: 0

Millions of Americans who drive for rideshare apps, deliver groceries, or sell crafts online are discovering that the tax bill on their side hustle is bigger than they expected.

It's a collection of old rules that many gig workers only learn about when the IRS comes calling.

The first shock is the self-employment tax.

Unlike a traditional job where an employer pays half of your Medicare and Social Security taxes, gig workers cover both halves themselves.

That's 15.3% on top of regular income tax, and it applies even if your gig work is a side job that barely turns a profit.

Employees have taxes taken out of every paycheck.

If you earned $8,000 delivering food last year and didn't set anything aside, you may owe well over $1,500 when you file.

Once you clear $600 from a single platform, you'll likely receive a 1099 form.

That threshold has shifted in recent years, and a lot of workers who assumed their earnings were too small to report are now getting documents in the mail.

The IRS treats gig income as business income, which means you owe tax on your gross earnings, not what you actually pocket.

A rideshare driver who grossed $40,000 might spend $12,000 on gas, maintenance, and phone bills.

Without careful tracking, that $12,000 in expenses gets taxed as if it were profit.

The fix is the mileage deduction, and it's the single biggest money-saver most gig workers ignore.

For 2024, the standard mileage rate is 67 cents per mile.

A driver logging 20,000 work miles can deduct $13,400 right off the top.

Reconstructing a year of trips from memory in April rarely survives scrutiny.

Rideshare and delivery apps increasingly offer built-in mileage tracking, and third-party apps can automate the process for a small fee.

Drivers who use them consistently often cut their taxable income by thousands.

Because gig workers don't have taxes withheld, the IRS expects estimated payments four times a year.

Skip them and you can face an underpayment penalty on top of your regular bill, even if you pay everything you owe in April.

There's a small piece of good news buried in the rules.

If you started gig work this year and owe less than $1,000, or you paid at least as much tax as last year, you may avoid the penalty entirely.

New gig workers sometimes get a pass in their first year.

Some states with no income tax won't touch your gig earnings.

Others, like California and New York, will, and a few cities levy their own business taxes on top.

Remote workers who moved mid-year can end up filing in two states.

The practical takeaway is unglamorous: set aside 25% to 30% of every gig payout the moment it lands, track every mile and expense, and pay quarterly if you can.

Workers who do this rarely get surprised.

Workers who don't tend to learn the hard way.

The gig economy sold itself on flexibility and being your own boss.

The tax code, unfortunately, took that pitch literally.

Final Thoughts

If you're earning on the side, the smartest move is to act like the small business the IRS already thinks you are.

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