Tax Knowledge Built for the Self-Employed
Plain-English guides on taxes, deductions, 1099s, and finances — written specifically for freelancers, gig workers, and independent contractors.
If you’re a freelancer or gig worker, the IRS expects you to pay taxes four times a year — not just in April. Missing a quarterly estimated payment can trigger penalties even if you pay everything you owe by Tax Day. This guide covers every deadline, both calculation methods, how to make payments, and the deductions that reduce what you owe each quarter.
Most freelancers leave money on the table every year by not knowing every deduction available to them. From home office and mileage to health insurance, retirement contributions, and the half-SE-tax deduction, this guide covers every write-off — how to claim it, what records you need, and why it’s worth far more to a self-employed worker than to a salaried employee.
Read the full guideThe 1099-NEC comes from your clients. The 1099-K comes from payment platforms like PayPal, Upwork, and DoorDash. Getting them confused — or adding them together — can mean reporting the same income twice and overpaying your taxes. This guide explains both forms, the threshold changes that have caught millions of gig workers off guard, and exactly how to report each one on Schedule C.
Read the full guideSchedule C is the form that every freelancer, contractor, and gig worker must file to report business income and claim deductions. Your net profit on Line 31 determines your self-employment tax, your income tax bracket, and how much you owe. This guide walks through every section — Part I through Part V — in plain English, line by line, so you know exactly what goes where.
Read the full guideA self-employed worker can legally shelter far more money from taxes each year than a salaried employee — yet most freelancers save nothing for retirement. A SEP-IRA lets you contribute up to 25% of net income. A Solo 401(k) can let you shelter even more at lower income levels. This guide compares both options head-to-head, shows you which one wins at your income level, and explains how to open an account today.
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