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 Extended Care: A Patchwork of Possibilities What is your plan for health care during retirement? Who Is Your Trusted Contact? This investment account question is vital and answered as early as possible. Insurance Needs Assessment: Married With Children When you’re married and have children, insurance needs will be different.