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 Question Thank you! Oops! Related Content 5 Benefits of Working in Retirement Here are 5 reason why you may consider working through retirement. 6 Strategies to Help You Prepare for Living on Retirement Explore financial strategies that may help you prepare for living on a fixed budget during retirement on My Retirement Walk. Life and Death of a Twenty Dollar Bill How long does a $20 bill last?