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 Infographic: Coverage Checkup Coverage checkup. Is disability coverage from your employer enough? When Heirs are Imperfect The money problems or bad lifestyle habits of adult children could lead to the squandering of any inheritance they receive. A Fruitful Retirement: Social Security Benefit Taking your Social Security benefits at the right time may help maximize your benefit.