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 4 Things to Consider While You’re Planning When to Retire As the decision to retire approaches, you’ll find the choice of when to retire is rarely black and white. How Do You View Your Future? Learn how your personality influences your financial views. Yours, Mine, and Ours: Estate Strategies for Second Marriage Second marriages are a trigger event to revisit any existing estate strategies.