Graduation History Breadcrumb graduation history History Of The U.S. Military Academy Diploma The first United States Military Academy diploma was designed by Mr. William Proctor of New York City. His design was accepted on January 27, 1823, and the diploma was presented to graduates for the first time that year. An eagle tops the original USMA diploma, clutching in its talons two draped flags. The flag on the right is the “Stars and Stripes” and the second is an early version of the flag of the United States Army. View the History of the U.S. Military Academy Diploma History Of The U.S. Military Academy Class Ring Since 1835, West Point has recognized firsties, through the ring ceremony, for reaching their senior year. This milestone in a cadet’s tenure signifies the prodigious commitment to join the Long Gray Line on graduation day. Learn About Class Rings Commencement Speakers Theodore Roosevelt, President of the United States, delivers commencement address at 1902 West Point Military Academy Graduation.View Past Commencement Speakers