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 Tax Freedom Day Assess how many days you'll work to pay your federal tax liability. Defining Your Priorities Achieving a long-term goal, like retirement, starts by taking small actions today. 5 Benefits of Working in Retirement Here are 5 reason why you may consider working through retirement.