Andrew earned his Bachelor of Science degree from the United States Military Academy in West Point, New York. He was commissioned as a U.S. Army officer, and held positions as Platoon Leader, Executive Officer, and Unit Mentor and Trainer. As a lieutenant, Andrew conducted security operations with the Secret Service for the President and Air Force One. He also deployed twice to combat in Iraq, where he planned and led security operations during the Iraqi Constitutional Referendum and the Iraqi National Elections. Andrew supervised specialized training and equipment maintenance for over 200 Iraqi police officers and over 100 special operations officers in hostage rescue, terrorism prevention, and combat operations. During his second tour, Andrew was awarded the Bronze Star Medal.