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 18 Years’ Worth of Days The average retirement lasts for 18 years, with many lasting even longer. Will you fill your post-retirement days with purpose? When Should You Take Social Security Monthly Social Security payments differ substantially depending on when you start receiving benefits. Investment Strategies for Retirement Investment tools and strategies that can enable you to pursue your retirement goals.