06/17/2026
The transition from employee to business owner comes with a lot of freedom, and one giant shock: Quarterly Estimated Taxes.
When you're a W-2 employee, taxes are quietly taken out of every paycheck. When you’re self-employed, the IRS expects you to pay your taxes in four chunks throughout the year (April, June, September, and January). If you wait until April of the following year to pay it all, you’re going to get hit with underpayment penalties.
Don't get caught off guard. As a rule of thumb, set aside 25-30% of your net profit into a separate savings account every single month. When quarterly tax month rolls around, the money is already sitting there waiting.