While he excelled academically in high school and had an opportunity to attend one of the four major military academies, he decided he was needed elsewhere and chose to enlist in the United States Army and served for four years as an Intelligence Analyst. His Army tour of duty took him from Augsburg, Germany to the Persian Gulf War.

After leaving the military as a highly decorated soldier, Cubbler began his career in law enforcement. Throughout his career, he has worked in almost every facet of law enforcement – uniformed patrol, investigations, under-cover narcotics, and SWAT. Shortly after "9/11," he answered the call to, once again, protect America against Islamic Extremists who were inflicting terror all over the world. He was one of only a few thousand select individuals (out of over 900,000 applicants) to be hired by the newly formed United States Federal Air Marshal Service.

In 2009, Cubbler got bit by the entrepreneurial bug and he launched his first company MaxOut, a unique fitness brand that owns a unique piece of patented strength training technology and owns and operates one-of-a-kind gyms utilizing this same technology. Over the past eight years, while still working full-time as a police officer, he has built MaxOut into a national brand that has helped thousands of people achieve strength and fitness levels unseen in the fitness marketspace.

Today, Cubbler is still a full-time police officer, the COO of MaxOut and a sought after public speaker who captivates his audiences through his personal story of struggle and triumph, his leadership training program based on his experiences as a soldier and his law enforcement officer and most importantly his life living with his best friend and brother whose life and death has inspired all that he has accomplished since that fateful day when Andy died in 1989.