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 Encore Careers: Push Your Boundaries Ready for retirement? Find out why many are considering encore careers and push your boundaries into something more, here. Healthcare Costs in Retirement Without a solid approach, health care expenses may add up quickly and potentially alter your spending. An Inside Look at Retirement Living A number of questions and concerns need to be addressed to help you better prepare for retirement living.