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 Dreaming Up an Active Retirement When you retire, how will you treat your next chapter? Certain Uncertainties in Retirement The uncertainties we face in retirement can erode our sense of confidence. Self-Employed Retirement Plans Estimate the maximum contribution amount for a Self-Employed 401(k), SIMPLE IRA, or SEP.