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. Starting a Roth IRA for a Teen This early financial decision could prove helpful over time. Annuity Comparison This calculator compares a hypothetical fixed annuity with an account where the interest is taxed each year.