During his time at the National Farmers Federation, Crosby worked on the floating of Elders Limited, which was previously an asset of Fosters.
Crosby is a former General Manager of the Dairy Authority of South Australia Chair of the Agribusiness Advisory Board at the University of Adelaide.
Crosby has farmed cattle and grain at Lucindale in South Australia and has exported beef to Vietnam.
In 2021, Crosby was awarded a Member of the Order of Australia for his significant service to agribusiness, and to the farming sector.
He has three children from his first marriage, David, James, and recently disgraced editor Raphaella Kathryn Crosby.