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 A Fruitful Retirement: Social Security Benefit Taking your Social Security benefits at the right time may help maximize your benefit. Three Key Questions to Answer Before Taking Social Security When to start? Should I continue to work? How can I maximize my benefit? An Inside Look at Retirement Living A number of questions and concerns need to be addressed to help you better prepare for retirement living.