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#self-employment-tax

Self-Employment Tax

Self-employment tax rules, calculations, and strategies for business owners

New Zealand's Contractor Withholding Exemption Jumps to $75,000: A US Freelancer's Guide to NRCT

From 1 April 2027 New Zealand raises its Non-Resident Contractors Tax exemption from $15,000 to $75,000 per 12-month period and tests it per payer rather than in aggregate. Here is how the 15% withholding works today, how the US–NZ treaty stops it at the source, and why 15.3% self-employment tax still applies with no totalization agreement in place.

Crop-Share vs. Cash-Rent Farm Leases: Who Bears the Risk, Who Pays the Tax, and How to Keep the Books

Cash rent lands on Schedule E with no self-employment tax, but a crop-share landlord who pays half the inputs and advises the tenant can trip the material-participation test and owe 15.3 percent on Schedule F. How each lease splits yield, price, and input-cost risk, with a worked 160-acre example and the settlement records both landlord and tenant need.

Flea Market and Secondhand Vendor Bookkeeping: When Your Weekend Booth Becomes a Real Business

Flea market and secondhand vendors owe Schedule C income tax plus 15.3% self-employment tax once net earnings pass $400, and most states require a seller's permit or transient vendor license for regular booth sales. This guide covers the Section 183 hobby-vs-business test, per-item cost-basis records that survive an audit, the state sales tax permit patchwork, and the 2026 thresholds for Form 1099-K ($20,000 and 200 transactions) and Form 1099-NEC ($2,000).

Flipping Cars as a Side Hustle: Dealer License Limits, Curbstoning Laws, and the Books That Keep You Legal

How many used cars you can flip before your state calls you an unlicensed dealer (Illinois 4, Michigan 3, California no safe harbor, FTC Used Car Rule at 6), why title jumping is illegal everywhere, what curbstoning fines and dealer bonds cost, and how to keep per-VIN books that treat flips as Schedule C inventory subject to 15.3% self-employment tax.

Statutory Employees: The W-2 Workers Who File Like a Business

Statutory employees are the IRS hybrid class between contractors and employees — commission drivers, full-time life insurance agents, home workers, and traveling salespeople under IRC section 3121(d)(3). Employers withhold Social Security and Medicare but no income tax, issue a W-2 with Box 13 checked, and the worker deducts expenses on Schedule C without owing self-employment tax. Covers the four qualifying categories, the three FICA conditions, and the misclassification errors that trigger back taxes and penalties.

Form 4868 for Sole Proprietors in 2026: More Time to File, Not More Time to Pay

Form 4868 gives a sole proprietor an automatic six-month extension to file Form 1040 and Schedule C — moving the 2025 return deadline from April 15 to October 15, 2026 — but the tax itself was still due in April. How to estimate total liability including self-employment tax, request the extension electronically or through a designated payment, and limit the 5%-per-month failure-to-file penalty.

PayPal and Venmo Are Finally Talking: What the End of Visa+ Means for Freelancers Before February 2026

Starting February 19, 2026, Visa+ stops working for PayPal and Venmo transfers and is replaced by direct phone-number payments rolling out November 2025. With the 1099-K threshold falling to $600 in 2026, freelancers must tag inter-app transfers correctly, reconcile gross versus net per platform, and separate business from personal flows to avoid double-counting income.

Short-Term Rental Co-Host Bookkeeping: How to Reconcile Double-Reported 1099-Ks Without Overstating Income

Airbnb reports the full gross booking on the owner's 1099-K and your co-host share again on yours — so $80,000 in real bookings can appear as $96,000 to the IRS. This guide explains the 2026 OBBBA changes ($20,000 and 200 transactions for 1099-K, $2,000 for 1099-NEC), which form you should receive, and the chart-of-accounts method to reconcile gross vs. net without overreporting income.

Pay As You Go: How Small Businesses Avoid the Estimated Tax Underpayment Penalty With Safe Harbor Rules for 2026

Hit one estimated-tax safe harbor and the IRS underpayment penalty disappears — pay 90% of this year's tax or 100% of last year's (110% if prior-year AGI topped $150,000) through timely quarterly payments. Covers the 2026 penalty rate (7% Q1/Q3, 6% Q2, compounded daily), the four due dates, and a bookkeeping system that keeps you penalty-free.

Hair Salon Booth Rental Bookkeeping: Why the IRS Sees Your Chair as a Separate Business

A booth renter is a separate business, not a salon employee — rent is a Schedule C expense, client payments arrive with nothing withheld, and 15.3% self-employment tax plus quarterly 1040-ES estimates are the renter's alone. This guide covers the IRS control tests, which 1099s and W-9s each side owes, and the account structure that keeps a chair rental defensible in an audit.