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 Redefined Around the country, attitudes about retirement are shifting. 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.