While teaching at Harvard College in the 1960s, he owned a bookstand in Harvard Square that was pulled behind a donkey.
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After Harvard, Kantor was an Assistant Professor of Clinical psychiatry at Tufts University School of Medicine from 1965–1975, during which time he also served as first Director of Psychological Research (1966–1969), Director, Center for Training in Family Therapy (1968–1975), and Chief Psychologist (1969–1975) at Boston State Hospital.
Constantine trained under family therapy pioneers David Kantor and Fred and Bunny Duhl at the Boston Family Institute, completing a two-year post-graduate certificate program in 1973.
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