 Planning for retirement can be overwhelming on your own. How much do you need to save to retire comfortably and not have to go back to work? When and how should you draw your Social Security? How much will health insurance and long-term care cost me in my retirement years and my spouse? How do you pass your assets to your family efficiently? Will my investments last? You get to retire once. But how do you plan for a timeline you've never been through before?