Timing Your Retirement This short video illustrates why knowing when to retire can be a crucial part of your strategy. Related Content 16 Wall Street Cliches in 60 Seconds Pundits say a lot of things about the markets. Let's see if you can keep up. The Other Sure Thing Though we don't like to think about it, all of us will make an exit sometime. Are you prepared? Lifetime of Earnings Estimate how much you have the potential to earn during your working years.