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 Mortgages in Retirement Explore the benefits and drawbacks to paying off your mortgage prior to retirement with this article. When Do You Need a Will? When do you need a will? The answer is easy: Right Now. The Most Overlooked Item of Any Home Improvement The item most homeowners forget on their home improvement project checklist is insurance.