#self-employment
Self-Employment
Learn about self-employment taxes, LLC owner compensation, and freelancer financial management
1099-K Threshold Whiplash: What Gig Workers and Online Sellers Need to Know for 2026
For the 2026 tax year the Form 1099-K threshold reverted to $20,000 and more than 200 transactions, but you must still report all income whether or not a form arrives. This guide explains who gets a 1099-K, how to reconcile Box 1a from gross to taxable income, and where the numbers go on Schedule C or Schedule 1.
IFTA Quarterly Fuel Tax Returns: A Filing and Audit Guide for Owner-Operators
IFTA returns are due quarterly on April 30, July 31, October 31, and January 31, and tax follows the miles you drove, not the fuel you bought. This guide shows owner-operators how to calculate fleet MPG, net taxable gallons, and surcharges, and which record-keeping habits survive an audit.
The NYC Tax Most Freelancers Don't Know Exists Until They Owe It
New York City's 4 percent Unincorporated Business Tax applies to freelancers, consultants, and partnerships with NYC gross receipts above $95,000. A full credit eliminates the tax at $95,000 or less of taxable income, while an S-corp election can move higher earners out of the regime entirely.
Quarterly Estimated Taxes for the Self-Employed in 2026: Safe Harbors, Form 1040-ES, and the Annualized Income Method
A working guide to the 2026 quarterly estimated tax rules for freelancers and self-employed earners — the two IRS safe harbors (90% current year, 100%/110% prior year), the four uneven due dates, Form 1040-ES, the annualized income method for lumpy earners, EFTPS vs Direct Pay, and the mistakes that trigger penalties at the 6–7% federal rate.
Solo 401(k) vs. SEP-IRA in 2026: Picking the Self-Employed Retirement Plan That Actually Shelters the Most Income
A 2026 comparison of solo 401(k) and SEP-IRA plans for the self-employed, with contribution math at $60K, $120K, and $300K of net income, SECURE 2.0 Roth catch-up and super catch-up rules, setup deadlines, and a decision framework for picking the plan that shelters the most income.
Crowdfunding and Taxes in 2026: When Kickstarter, GoFundMe, and Indiegogo Money Is Taxable Income
Kickstarter and Indiegogo proceeds are business income reported on Schedule C, while GoFundMe donations may be tax-free gifts only if they pass the IRS detached and disinterested generosity test. The OBBBA reset the Form 1099-K threshold to $20,000 and 200 transactions for tax year 2026, but the reporting rule does not change what counts as taxable income.
Form 8995 vs. Form 8995-A: Choosing the Right QBI Form for 2026
Form 8995 is a one-page worksheet; Form 8995-A is a four-part return with four schedules. The line between them in 2026 is $403,500 for joint filers and $201,750 for everyone else — and crossing it adds W-2 wage limits, SSTB phase-outs, and aggregation math to the return.
Form 8995 vs. Form 8995-A: Which QBI Deduction Form to File in 2026 (And Why Your Income Threshold Decides)
For 2026, taxable income under $201,750 (single) or $403,500 (MFJ) qualifies you for the one-page Form 8995. Above those thresholds, Form 8995-A applies W-2 wage, UBIA, and SSTB phase-in limits to the 20% QBI deduction.
The Self-Employed Health Insurance Deduction: How Section 162(l) Beats Itemizing
Section 162(l) lets sole proprietors, partners, and more-than-2% S-corp shareholders deduct health, dental, vision, LTC, and Medicare premiums above the line on Schedule 1, line 17 — bypassing the 7.5%-of-AGI floor that gates itemized medical deductions. Form 7206 enforces three limits — earned income, subsidized-coverage months, and PTC coordination — and S-corp owners must include premiums in W-2 Box 1 (not Box 3 or 5) to preserve the deduction.
Self-Employed Health Insurance Deduction Under Section 162(l): The Above-the-Line Write-Off That Beats Itemizing for Sole Proprietors and S-Corp Owners
Section 162(l) lets sole proprietors, partners, and more-than-2% S-corp shareholders deduct 100% of medical, dental, vision, and long-term care premiums above the line on Schedule 1, Line 17—if they clear the earned-income cap, the spouse-employer rule, and the W-2 reporting choreography on Form 7206.
Section 162(a)(2): How the Tax Home Rule and One-Year Test Decide Whether Your Travel Is Deductible
A 2026 field guide to Section 162(a)(2) travel deductions — how the tax home rule, the temporary-vs-indefinite test, and the one-year rule determine whether consultants, traveling nurses, and other mobile workers can deduct lodging, meals, and per diem.
Defined Benefit Plans: The Six-Figure Tax Shelter Most Solo Professionals Miss
Defined benefit and cash balance plans let high-earning solo professionals over 45 deduct $150,000 to $290,000 a year — three to four times what a SEP-IRA or Solo 401(k) allows. This guide walks through the contribution math, candidate profile, costs, deadlines, and how to stack a DB plan on top of a Solo 401(k).