Weinberg started working in the computing business at IBM in 1956 at the Federal Systems Division Washington, where he participated as Manager of Operating Systems Development in the Project Mercury (1959–1963), which aimed to put a human in orbit around the Earth.  In 1960 he published one of his first papers. Since 1969 he had been consultant and Principal at Weinberg & Weinberg.  Here he conducted workshops such as the AYE Conference, The Problem Solving Leadership workshop since 1974, and workshops about the Fieldstone Method. Further Weinberg has been an author at Dorset House Publishing since 1970, consultant at Microsoft since 1988, and moderator at the Shape Forum since 1993.
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