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 Retirement Victory Lap A confident retirement begins with a plan. 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. 6 Strategies to Help You Prepare for Living on Retirement Explore financial strategies that may help you prepare for living on a fixed budget during retirement on My Retirement Walk.