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 What Is My Current Cash Flow? Assess whether you are running “in the black” or “in the red” each month. When Should You Take Social Security Monthly Social Security payments differ substantially depending on when you start receiving benefits. Building a Solid Financial Foundation Sustain financial well-being or create wealth through these actions.