Jim competed primarily in bareback riding and bull dogging (steer wrestling) and was a valued member of teams at rodeos where the wild horse race or wild cow milking were on the program. His lack of fear, quickness and unusual strength made him an expert "mugger." He was also a team roper primarily in local events and rodeos. During his rodeo career he won or placed at most of the major rodeos held in the United States with one highlight being winning the average and a saddle in the bull dogging at Madison Square Garden in 1950. It was there he met his first wife, Merna, who was employed by the publicity department at the Garden, representing California promoting and riding in the rodeo. She was one of five chaperoned girls with similar responsibilities. They saw each other again when Jim was drafted during the Korean War, after basic training in South Carolina and more training with the Army Corps of Engineers in Fort Huachuca, Arizona he was sent to Camp Roberts in 1951 to attend Leadership Training School. They began dating and were married in 1952. A few months after they married Jim was sent overseas to France where he played football for the Army European team distinguishing himself by kicking the longest recorded punt at the time as documented in the Stars and Stripes newspaper. As a result he was offered a football scholarship to attend Georgia Technological Institute (Georgia Tech) to be their kicker. However he declined saying that when his tour of duty with the army was up he planned on going on the rodeo circuit.
The marriage lasted 16 years. They had 5 children, two of whom preceded Jim in death, an infant daughter and their only son, James Blair "Bubba" Hailey, three remarkable, resilient daughters survive: Jamie born in 1954, Jill in 1959, Jacqueline "Jackie" in 1961(husband Bill Jackson). In addition to the three daughters survivors include 6 beautiful and talented grandchildren, James and Hailey Jackson, Monty Renfrow, Luke Kies, Ben and Lance Deleissegues and 7 great-grandchildren.