Staff includes Tim Whitacre and Nicolle Dyson. Tim Whitacre Agency has been in Monticello for over 17 years. American Family Insurance has AM Best's Financial Strength Rating of A (Excellent) and was established in Madison Wisconsin in 1927. Tim Whitacre has been an American Family agent since September 1989. We specialize in personal and small business Insurance, including Home, Auto, Life, Farm, Commercial, Boat, Motorcycle and many more.