Although he signed up for flight school right out of high school, he ended up in an aircraft mechanic program. That lead to a deviation from his intended career path but he used his new found skills as an aircraft mechanic to pay for his advanced flight training.

With his advances flight training out of the way, he had to struggle to earn credibility as a pilot. While seeking jobs as a pilot, he was often told that "we are not hiring mechanics to fly airplanes, we are hiring pilots!"

Kevin became intimately familiar with the maintenance side of several types of corporate jets before he finally got the chance to fly one. It was not long before the naysayers would claim "he must not be much of a mechanic if he can fly a Learjet".