By Matt Proctor July 1, 1898. Cuba. Spanish-American War. At the bottom of San Juan Hill, Lt. Col. Teddy Roosevelt straps on his boots and leads his Rough Riders regiment up the hill under fierce Spanish gunfire and on to victory. For his courage, he is posthumously awarded the Congressional Medal of Honor in 2001. June 6, 1944. Normandy, France. World War II. Sitting in a troop transport ship, Brig. Gen. Teddy Roosevelt Jr. prepares to attack the most heavily fortified coast in history. Surely he is thinking of his father. President Roosevelt had instilled in his four boys a