Timing Your Retirement This short video illustrates why knowing when to retire can be a crucial part of your strategy. Share | Have A Question About This Topic? Name Email Address Message Thank you! Oops! Related Content An Inside Look at Retirement Living A number of questions and concerns need to be addressed to help you better prepare for retirement living. The Why, What and How of Life Insurance The Why, What and How of Life Insurance What Is My Life Expectancy? Estimate how many years you may need retirement assets or how long to provide income to a surviving spouse or children.