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 Consider Keeping Your Life Insurance When You Retire Reasons to retain your coverage into your retirement years. When Should You Take Social Security Monthly Social Security payments differ substantially depending on when you start receiving benefits. A Look at Whole Life Insurance Whole life insurance remains in force as long as you remain current with premiums. Here's how it works.