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Dr Matseshe attended undergraduate medical school in the British Educational System. He did his residency in Internal Medicine at Northwestern University Medical School. He went on to the Mayo Clinic Graduate School where he was a National Institute of Health Research Fellow and specialized in Gastroenterology. He became a consultant on staff at the Mayo Clinic and was an Assistant Professor of Medicine at the Mayo Medical School. He then came to Libertyville and helped Advocate Condell Medical Center develop its gastroenterology unit.