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 The Next Gig Thing Make the gig economy work for you. How Can I Be a Confident Spender in Retirement? Imagine you’ve been invited to go paragliding. It’s your first time and you’ve bought a top-of-the-line paraglider. Infographic: While You’re Still Covered Your healthcare coverage will change in retirement. Here are things you might do before your coverage switches.