Bentley served as part of the 2nd Rangers Battalion of the United States Army during World War Two.
Bentley was assigned to Company C led by Captain John Miller. On D-Day June 6th,1944, Bentley landed on Omaha Beach with Charlie Company, 2nd Rangers Battalion. Under heavy fire from the German MG-42s in the coastal bunker, Bentley and the other members of his company jumped over the side of their landing craft into an area of deep water off the beach. Plummeting to the bottom of the Channel, Bentley drowned as he struggled to free himself from the weight of his gear.