What does it mean to Retire Rich? Being rich means many things to different people. Here is my definition of what it means. It means that you have no debt and more than sufficient assets that will generate income to last your lifetime. You could have your assets in stocks, bonds, real estate or whatever works with your risk tolerance. Many retirees find that playing it safe once retired is less stressful than being in the stock market. One of the best places for your money might be an Income Annuity that will guarantee your retirement income for life.