- He graduated from Harvard University, and received his medical degree from Cornell University. He trained in internal medicine and hematology at the University of Minnesota hospital and Strong Memorial Hospital in Rochester, New York. He joined the hematology laboratory at the Walter Reed Army Institute of Research, attaining the rank of Army major.
- After President Ronald Reagan was transported to George Washington University Hospital following an assassination attempt, Dr. O'Leary was the spokesman who provided medical updates and answered questions at hospital press briefings.
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