# Quarterly Estimated Taxes: The Deadlines, the Safe Harbor Math, and the System That Prevents Surprises Quarterly estimated tax payments are due April 15, June 15, September 15, and January 15. Missing a deadline triggers an underpayment penalty. The safe harbor rule — paying 100% of last year's tax liability (110% if prior year AGI exceeded $150,000) — eliminates the penalty regardless of what you actually owe. The four quarterly deadlines are not equal — and missing one triggers a penalty calculated daily. The safe harbor rule, the annualized income method for variable income, and the 25-30% reserve system that prevents April surprises. Read the full article at https://solofilinglab.com/articles/quarterly-estimated-taxes-deadlines-safe-harbor-system