Dr. Maestrello is a board-certified Rheumatologist. He completed his medical school training at the Medical College of Virginia in 1990. He completed his internship and residency training at the University of Connecticut. In 1995 completed his Rheumatology fellowship at the University of Connecticut. In that same year, he began practicing Rheumatology in Richmond.

In addition to his private practice, he is an Assistant Clinical Professor at Virginia Commonwealth University/MCV campus. He is also on the advisory board for the Lupus Foundation, Virginia Chapter as well as being active with the Arthritis Foundation. He is a member of the Virginia Society of Rheumatologists, having been the vice-president for the organization in 2003-2004 and the president in 2004-2005. His particular interests include rheumatoid arthritis, systemic lupus erythematosus, osteoporosis, and osteoarthritis. He was born in Bellevue, Washington and is married with three children.