How to Retire Early Retiring early sounds like a dream come true, but it’s important to take a look at the cold, hard facts. Share | Have A Question About This Topic? Name Email Address Message Thank you! Oops! Related Content You May Need to Make Estimated Tax Payments If… Have income that isn’t subject to tax withholding? Or insufficient withholdings? You may have to pay estimated taxes. The Pre-Retirement Checklist This checklist can give you a quick snapshot of how prepared you are. Behavioral Finance An amusing and whimsical look at behavioral finance best practices for investors.