Dr. Cleary has been practicing dentistry in Easthampton for more than 30 years. In addition to treating patients in his Easthampton office, Dr. Cleary is an assistant clinical professor at the Tufts University Dental School and serves as the co-chair of the Valley District Dental Society's education committee. He also works as an examiner for the Northeast Regional Board of Dental Examiners, the certifying board for dentists in most U.S. states.

Dr. Cleary graduated from the College of the Holy Cross and Tufts University Dental School. He has continued his dental education throughout his career at the Pankey Institute in Florida and at several other programs throughout the country.

He plays the harp and cycles in his free time.