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 | Related Content A Fruitful Retirement: Social Security Benefit Taking your Social Security benefits at the right time may help maximize your benefit. How Will Working Affect Social Security Benefits? Knowing the rules may help you decide when to start benefits. Retirement Plan Distributions There are a number of ways to withdraw money from a qualified retirement plan.