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Taxes for Freelancers & the Self-Employed

Nobody withholds tax from your income anymore, which changes everything. These guides explain self-employment tax, quarterly payments, the deductions freelancers forget, business structure, and how to handle taxes when your income is unpredictable.

6 in-depth guides
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Taxes

Tax Deductions Every Freelancer Forgets to Claim

The business tax deductions freelancers most often miss — home office, health insurance, retirement, mileage, software, and more — plus…

12 min read
Taxes

Handling Taxes on Irregular Income: A Freelancer's Guide

How to handle taxes when your freelance income is unpredictable: the annualized income method, adjusting quarterly payments, planning f…

11 min read
Taxes

LLC vs Sole Proprietor vs S-Corp

LLC vs sole proprietor vs S-corp explained for freelancers: what each structure means, liability protection, how taxes differ, when an …

12 min read
Taxes

Quarterly Estimated Taxes, Explained (For People Who Hate Taxes)

A simple guide to quarterly estimated taxes for freelancers: who has to pay, the four due dates, the safe-harbor rule, how to calculate…

10 min read
Taxes

Self-Employed Taxes 101

A plain-English guide to self-employed taxes: what self-employment tax is, how it differs from income tax, what you can deduct, how muc…

12 min read
Taxes

Self-Employment Tax vs Income Tax: What You Actually Owe

Self-employment tax vs income tax explained clearly: what each one is, how they stack on your freelance income, the deduction that soft…

11 min read