Part of being content is being prepared for retirement. AARP makes it possible to estimate how much you may spend on healthcare in your life-time, based on your health issues. The list is only for the most common conditions, but you can still get an idea how much you may spend on healthcare in your lifetime, so you can make sure you are saving enough.
You have indicate how long you think you will live. The best indicator I found ask questions about your family medical history and life style. It is completely anonymous.