At the insistence of Nick Rassas (NFL safety, Notre Dame All-American, and Loyola Academy graduate) Holecek applied for the head coach position at Loyola Academy, a private college preparatory in Wilmette, Illinois. NFL coaches Marv Levy and Wade Phillips called the school's AD Pat Mahoney on Holecek's behalf. Mahoney remembered “You could see that he was a teacher of the game... He was smart and driven. He wasn’t going to do anything half-heartedly.” Holecek is Loyola's head varsity football coach and as the assistant athletic director.