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Dr. Cliff O'Callahan is the director of nurseries at Middlesex Hospital in Middletown, Connecticut, a position he has held since 2005. He is responsible for the outpatient pediatric and special care nursery portion of resident training, and is the physician leader for Middletown's Opportunity Knocks community collaborative that is working to improve the health of kids five years of age and younger in the areas of oral, nutritional, and mental health. A member of the Early Head Start Advisory Board, the United Way of Middlesex County Board, and the Middletown School Readiness Council, Dr. O'Callahan is also active on the advisory group to the Connecticut chapter of the American Academy of Pediatrics and is the chair of the Academy's Section on International Child Health.

He came to work in Connecticut after five and a half years of working for the Puyallup Tribe of Indians in Tacoma, Washington, where he was the sole pediatrician in a family practice community health center model. During this time, he also served as the Indian Health Service's Maternal Child Health Consultant for the Northwest states, and as a clinical assistant professor at the University of Washington School of Medicine. Previous to his time in Tacoma, he had spent almost three years building a rural health system of community health workers and midwives in the northern jungles of Guatemala. As the leader of the International and Community Health Track at Middlesex, he returns there each year to continue teaching and community visits, and has initiated a sister community relationship between Middlesex and the Sayaxche Hospital in Guatemala.

Dr. O'Callahan earned his medical degree and his doctorate in biochemistry from the Chicago Medical School in North Chicago, Illinois. He completed his residency in pediatrics at the University of Washington's Children's Hospital and Regional Medical Center in Seattle.