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 Whole Life: The Key to Unlocking your Retirement Imagine a retirement without having to worry about money? Well, it’s possible. How to Cut Your Expenses Living with confidence means living within your means. managers. You May Need to Make Estimated Tax Payments If… Have income that isn’t subject to tax withholding? Or insufficient withholdings? You may have to pay estimated taxes.