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 The Financial Literacy Crisis Many Americans are operating their personal finances with only the barest minimum of knowledge. How Will Working Affect Social Security Benefits? Knowing the rules may help you decide when to start benefits. Self-Employed Retirement Plans Estimate the maximum contribution amount for a Self-Employed 401(k), SIMPLE IRA, or SEP.