Kyle grew up in Loveland, Colorado, and began his journey in the entertainment industry at the tender age of 13 when he took on his first job at a dinner theater in nearby Fort Collins. For two years, he worked as an actor, performing in numerous plays during the summer at the Carousel Dinner Theatre, including "The Sound of Music", "The Best Christmas Pageant Ever", "The Unsinkable Molly Brown", "Charlie & the Chocolate Factory", and many more. As a busboy in the fall, Kyle discovered his passion for acting, which was further fueled by his experiences during his first and second plays.
In addition to his theater work, Kyle also worked as a reporter for the Reporter-Herald and ran a paper route to earn money for a car, which would allow him to drive to Los Angeles. His hard work and dedication eventually paid off, as he landed a guest-starring role on the television series Chicago Hope in 1996. This was followed by his first feature film, House Arrest, and subsequent starring roles in The Paper Brigade, Address Unknown, and Robo Warriors.
Kyle's impressive filmography continued with a leading role in the feature film Skeletons, starring the talented Ron Silver. In 1998, he appeared on the TV remake of The Love Boat, and in 2000, he co-starred on the acclaimed series Grosse Pointe, a clever satire based on behind-the-scenes actions on Beverly Hills, 90210. Interestingly, Darren Star, the executive producer of both shows, was also the creator of Beverly Hills, 90210. Grosse Pointe ran for 17 episodes, showcasing Kyle's impressive range as an actor.