Bob has worked in business and agriculture for the past 38 years after growing up in a family that farmed and had Ag businesses. He spends most of his time in the crop supply business and has five facilities that serve six states. Currently, he is Chairman of the Board. The main business is serving farmers with products and information that help the farmer make more profit per acre, reduce risks, and solve production problems. Willard is a family-owned and operated company. The Willard family also is a partner in a Turf and Ornamental company in Pennsylvania that sells products throughout the North East.

Bob graduated from Iowa State University with a degree in Ag Business, then did graduate work at Purdue University. Bob is a past Board member of: Agricultural Retailers Association (past Chairman) and Independent Agricultural Professionals. He is the past President of the Delaware-Maryland Agri-Business Association (current treasurer). Bob is also a board member of Chesapeake Bank and Trust and Centennial Ag Supply. Bob is a past member of the Chestertown Lions Club.

He and his wife Lynda live in Chestertown Maryland on the Chester River, a tributary of the Chesapeake Bay. They have three children: a son Joe with his wife Shaunescy, a granddaughter Ella and a grandson Bligh. A daughter Julie and her husband Peter and grandsons Bram and Ewan and granddaughter Iris. They live in Bozeman, Montana. A stepson Michael lives in East Brunswick, New Jersey.