Bill Armstrong was a highly successful businessman. Starting in radio, he broadened his family's portfolio into newspaper publishing, television broadcasting, and eventually the financial services and real estate businesses. In the 1960s and 70s he was on the boards of People’s Bank and Trust, People’s Bank of Arapahoe County, and Intermountain Network. In 1990, he purchased a small mortgage firm, Cherry Creek Mortgage Company, in partnership with his son, Wil. It grew quickly as a mortgage banking firm, twice recognized by Inc. Magazine as one of the 500 fastest growing companies in America. He eventually owned four mortgage banking firms, a title insurance company, an appraisal company, a real estate business, and (also in partnership with Wil) a software development firm.