Cryer earned a master of fine arts in acting from the Royal Scottish Academy of Music & Drama, Glasgow, Scotland and studied Shakespeare at the Royal Academy of Art, London. He has appeared in the feature films Mighty Ducks 2, It Could Happen to You and The Peace Maker. Cryer wrote and performs a one-act play, 99 Questions You've Always Wanted to Ask an African American But Were Too Afraid to Ask, a look at what we think and what we know about African-Americans. The play has been performed at the annual Piccolo Spoleto Festival in Charleston, S.C. and the Edinburgh (Scotland) Fringe Theatre Festival. In 2004 Cryer performed in The Laramie Project by Moisés Kaufman at Swine Palace, the professional theatre at Louisiana State University.