Ryder graduated from the
United States Military Academy at West Point in 1936. Among his classmates were:
Creighton Abrams,
Charles Billingslea,
William P. Yarborough and
William Westmoreland. More than 200 soldiers volunteered to make up the first platoon of paratroopers. Ryder was selected through a competitive written exam that was scheduled to take two hours. He finished it in 45 minutes while still earning the top score. The platoon billeted at
Lawson Army Air Field near
Ft. Benning. Ryder is credited with creating "Ryder's Death Ride" a 34-foot tower from which trainees practiced jumping. After completing a rigorous conditioning and training program that Ryder had devised, on August 16, 1940, Ryder and ten members of his platoon made their first jump from a
Douglas C-33. Ryder was the first man to exit the aircraft. The first enlisted man to jump was Pvt. William N. "Red" King. The platoon conducted its first mass jump on August 29, 1940. In April 1943 while assigned as parachute training officer of the Airborne Command at
Camp Mackall, Ryder was temporarily assigned as liaison officer to the 52nd Troop Carrier Wing at
Pope Air Force Base. On July 13, 1943, Ryder jumped into
Sicily with
Colonel James Gavin, commander of the
505th Parachute Infantry Regiment, as part of
Operation Husky, the
Allied invasion of Sicily. After hostilities had ceased in Sicily, Gavin tasked Ryder with returning the personal effects of 1st Battalion commander
Arthur F. Gorham to his widow. Gorham was killed during the first few days of the assault and was credited by Gavin with accomplishing all of the Regiment's objectives. He is also reported in at least one source to have jumped with the 509th Parachute Infantry Regiment in North Africa as part of
Operation Torch in October 1942. Upon his return from Sicily, Ryder was assigned as the regimental commander of the newly formed 542nd Infantry Regiment at
Fort Benning, Georgia. Expecting to be deployed to Europe, Ryder was instead ordered in December 1943 to provide roughly 100 replacements for the Pacific theater. As was customary, Ryder escorted the men by train to the west coast. Upon his arrival at
Ft. Ord he was ordered to Ft. Benning as"priority." When he returned he received the disheartening news that he was to dispatch 1,000 of his remaining troops to serve as replacements to airborne units in England preparing for the invasion of Europe. The regiment was deactivated on March 17, 1944. ==War and occupation in the Pacific==