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 RE: Retirement How does your ideal retirement differ from reality, and what can we do to better align the two? Social Security: The Elephant in the Room Some people wonder if Social Security will remain financially sound enough to pay the benefits they are owed. Retirement Plan Distributions There are a number of ways to withdraw money from a qualified retirement plan.