Dr. Woodside received his undergraduate and medical degrees from the University of Michigan, also completing the Howard Hughes Medical Institute – National Institutes of Health Research Scholars Program at the National Institute of Child Health and Human Development. He went on to complete his general surgery residency and transplant immunology research postdoctoral fellowship at the University of Texas Medical Branch at Galveston (UTMB) in 2006. He completed a two year fellowship in transplant surgery at the University of Michigan in 2009. Following fellowship, he was faculty at Case Western Reserve University and University Hospitals of Cleveland. He returned as transplant surgery faculty to the University of Michigan in 2015.