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 Estimate Your Health Care Costs in Retirement Studies show that health care concerns are the top of the list for Americans planning their retirements. When Should You Take Social Security Monthly Social Security payments differ substantially depending on when you start receiving benefits. Do Our Biases Affect Our Financial Choices? Even the most seasoned investors have biases affecting their financial choices.