Dr. Maestrello grew up in Newport News, Virginia and graduated from the University of Richmond with a B.S. in Chemistry in 1985. He graduated from the Medical College of Virginia School of Dentistry in 1988. He then opened his own general dentistry private practice in Virginia Beach where his love for practicing pediatric dentistry evolved.
In 1995 he entered a residency program in pediatric dentistry at the Virginia Commonwealth/Medical College of Virginia School of Dentistry and followed that up with a residency in dental anesthesiology at the Medical College of Virginia Hospitals. He then became a member of the faculty at VCU/MCV School of Dentistry taught pediatric dentistry and dental anesthesiology. He has been teaching full time or part time at the university for the past 15 years. Dr. Maestrello is well published in the fields of pediatric dentistry and dental anesthesiology, and has served on many professional advisory committees. Dr. Maestrello had known Dr. Atkins for 20 years when he joined the practice in 2004. Dr. Maestrello and his wife, Lorri, have two children.