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 A Fruitful Retirement: Social Security Benefit Taking your Social Security benefits at the right time may help maximize your benefit. Money that Buys Good Health is Never Ill Spent It's important to make sure your retirement strategy anticipates health-care expenses. Annuity Comparison This calculator compares a hypothetical fixed annuity with an account where the interest is taxed each year.