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 | Related Content Retirement Plan Detectives A couple become Retirement Plan Detectives, searching records from old employers. 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.