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. Share | Related Content A Fruitful Retirement: Social Security Benefit Taking your Social Security benefits at the right time may help maximize your benefit. 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.