There are no dumb questions, and Answer Financial will be the first to tell you there are no dumb answers, either. The Web- and telephone-based insurance brokerage helps consumers select various types of insurance, including auto, home, life, health, renters, and pet insurance. The company sells more than 300,000 policies and insures 2.8 million vehicles and homes in 50 states. Its biggest markets are California, Texas, and Florida. The company's website offers side-by-side quotes for many insurance providers, including sister company Esurance. White Mountains Insurance sold Esurance and Answer Financial to Allstate in 2011.