Category: Gig & Self-Employed
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Gig and freelance workers must make quarterly estimated tax payments or risk an IRS penalty
For anyone earning money on the side, whether driving, freelancing, selling online, or picking up gig work, the tax bill does not wait until April. The IRS expects self-employed workers to pay as they earn, in four installments across the year, and the next one is due September 15. Skip them, and the penalty is…
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Cross $20,000 and 200 payments on a selling app, and a stale tax ID number costs you 24 percent up front
Backup withholding is not a penalty and it is not a tax bill. It is a switch a payment platform flips when the taxpayer identification number it holds for a seller is missing or wrong, and once it is on, 24 percent of a payment comes off the top before the rest reaches the seller’s…
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The FTC is mailing $23.8 million to Grubhub drivers and diners
Some real money is going out in the mail this month, and it is not a scam. The Federal Trade Commission is sending payments totaling more than $23.8 million to people harmed by the food delivery company Grubhub, splitting the money among drivers the company misled about their pay and diners it treated unfairly. More…
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Gig income is taxable without a 1099, but the QBI deduction is now permanent
A missing Form 1099 does not make app earnings, cash jobs or other gig income tax-free. The IRS requires workers to report taxable gig income regardless of the payment method or whether an information form arrives. At the same time, eligible independent workers can continue using the qualified business income deduction because current federal law…
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The FTC is mailing more than $2.7 million to 62,893 Handy workers over fees taken from their pay
Envelopes from a refund administrator are landing in 62,893 mailboxes this month, and the checks inside them come with an instruction printed on the paper. The Federal Trade Commission says recipients should cash them within 90 days. Together the checks total more than $2.7 million, and every dollar traces back to fees and fines that…
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Self-employed drivers can deduct 76 cents per business mile for trips after June 30.
Every business trip in a personal vehicle now carries a slightly different tax value than it did earlier in the year. For eligible self-employed workers, the federal optional mileage rate is 76 cents for each business mile driven from July 1 through December 31, 2026. The rate does not turn commuting or personal errands into…
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The Self-Employment Tax, Explained in One Sitting
The 15.3% self-employment tax funds your Social Security and Medicare. Who owes it, the $400 trigger, the 92.35% quirk, and the deduction that softens it.
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Retirement Plans When You Work for Yourself
No employer 401(k)? Self-employed workers can shelter up to $72,000 in 2026 with a SEP-IRA or solo 401(k). How each plan works and which fits.
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Health Coverage Options When No Employer Offers One
Freelancer or gig worker with no benefits department? The Marketplace, premium tax credits, Medicaid, and a self-employed tax deduction — how each works in 2026.
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Employee or Contractor? Why the Label Changes Your Pay
Employee or independent contractor? The label decides who pays payroll tax, whether you get overtime, and where the federal rule stands in 2026.
