Damon got his start in the construction business by looking for a part time job as a 12 year old kid. He started learning the ropes about bricklaying by working as a mason's laborer (on the "bottom rung of the ladder" as he puts it) at a very young age. By the time he had finished high-school, he was working full-time. His background introduced him to roofing which led to an interest in carpentry. His skill and reputation for excellence gained him the attention of Mike Holmes who hired him as general contractor for his show "Holmes On Homes" in its fourth season. With the departure of Shawn Morren at the end of the fifth season, Damon was promoted to site supervisor for the show.
Although he is one of Canada's best known contractors, he realizes that he still has more to learn. In 2008, he has been studying to take the carpentry exam. If he passes it, he will qualify as a journeyman carpenter.