Coaches Coaches have helped you your whole life, in ways big and small. We'd like to be one of them. Share | Have A Question About This Topic? Name Email Address Question Thank you! Oops! Related Content Social Security: The 64,000 Dollar Question One of the most common questions people ask about Social Security is when they should start taking benefits. Consider Keeping Your Life Insurance When You Retire Reasons to retain your coverage into your retirement years. Three Key Questions to Answer Before Taking Social Security When to start? Should I continue to work? How can I maximize my benefit?