Retirement Read Time: 3 min Choose Your Own Retirement Adventure Related Content Social Security: The Elephant in the Room Some people wonder if Social Security will remain financially sound enough to pay the benefits they are owed. When to Self-Insure Choosing to bear the financial burden of an adverse event is called self-insuring. Do you know what that entails? The Cost of Procrastination Procrastination can be costly. When you get a late start, it may be difficult to make up for lost time.