Gregory is a traditionally trained fine artist that attended The Art Students League in Manhattan. He studied anatomy under Robert Beverly Hale and portrait painting with Davis A. Leffel.
Gregory works digitally in 2D and 3D applications both vector and pixel based. Much of his time is spent producing 3D pharmaceutical animations for pharmaceutical advertising agencies and pharmaceutical manufacturers. While working for McGraw-Hill publications Gregory was the illustrator and animator of military and commercial planes at Aviation Week & Space Technology Magazine and illustrated and animated weapon systems for Defense Technology International magazine.