
Quarterly Estimated Taxes Explained for the Self-Employed
Self-employed and expecting to owe $1,000 or more? You must pay estimated tax quarterly. The 2026 due dates, how to size each payment, and the penalty.

Self-employed and expecting to owe $1,000 or more? You must pay estimated tax quarterly. The 2026 due dates, how to size each payment, and the penalty.

An IRS audit runs through a notice, document exchange, review, and resolution, usually by mail, and typically takes several months to complete.

Bookkeeping records your business transactions throughout the year, while tax preparation uses those records to file your annual tax return.

Professional tax preparation costs range from a few hundred dollars for simple W-2 returns to several times more for self-employed or business owners.

The mistakes that cost small businesses most: mixed personal and business expenses, misclassified workers, missed quarterly payments, underreported income.

Learn what self-employed taxes involve in year one: quarterly payments, expense tracking, self-employment tax, and how much to set aside.

Learn how to form an LLC in Illinois step-by-step: file Articles of Organization, get an EIN, draft an operating agreement, and maintain compliance.

The three routes to IRS penalty relief — First-Time Abatement, Reasonable Cause and Statutory Exception — who qualifies for each, and how to ask for it.

An LLC is a legal structure; an S-corp is a tax election. What the election changes, the payroll it obliges you to run, and the income where it starts to pay.