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 Should You Ever Retire? A growing number of Americans are pushing back the age at which they plan to retire. Or deciding not to retire at all. 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.