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? Address Thank you! Oops! Related Contents 18 Years Worth of Days The average retirement lasts for 18 years. Are you prepared to fill that many days? Choosing a Retirement Plan that Fits Your Business To choose a plan, it’s important to ask yourself four key questions. Self-Employed Retirement Plans Estimate the maximum contribution amount for a Self-Employed 401(k), SIMPLE IRA, or SEP.