Cpl Tupper enlisted in the Army in December of 2001, as a response to the September 11th attacks. He left the Army in 2003 and re-enlisted in the Marines the following year.

He would go on to serve four combat tours with the Marines. During his first combat deployment in Iraq, his vehicle was hit by an IED, leaving him with a severe head injury. Cpl Tupper was determined to continue to serve his country. He returned to active duty, deploying to Iraq two more times, and a fourth and final time to Afghanistan.

On July 9, 2012, he was on patrol in Afghanistan when he was hit by an RPG and suffered a spinal injury that left him paralyzed.

Tunnel to Towers Foundation delivered CPL Tupper and his family a smart home in Pittsboro, North Carolina in 2023.