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 Question Thank you! Oops! Related Contents Social Security: By the Numbers Here are five facts about Social Security that might surprise you. Three Key Questions to Answer Before Taking Social Security When to start? Should I continue to work? How can I maximize my benefit? Annuity Comparison This calculator compares a hypothetical fixed annuity with an account where the interest is taxed each year.