This essay discusses the wicked problem of aging workforce in Australia, its characteristics, reasons why current approaches are failing and the application of system thinking to solve this global issue. The issue of aging workforce in Australia is a wicked problem as it is affecting the demography of the country and putting pressure on the employability of the young generation of Australia. The readiness of the aged people in the work is a sustainability issue, directly affecting the economy of the country, creating the organizations less innovative and not allowing the technological changes in support of the business.