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 Question Thank you! Oops! Related Contents Retirement Redefined Around the country, attitudes about retirement are shifting. Social Security Benefits: How Much Will I Receive Calculating your potential Social Security benefit is a three-step process. Self-Employed Retirement Plans Estimate the maximum contribution amount for a Self-Employed 401(k), SIMPLE IRA, or SEP.