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 Women and Retirement Women must be ready to spend, on average, more years in retirement than men. 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.