Military Career
Deignan enlisted in the United States Navy from his home state of Iowa, originally on December 7, 1894 (as per first Navy enlistment record). He served on numerous USN vessels between 1894 and 1896 and, having deserted from the USS Newark on May 6, 1896 (as per naval records maintained by the Military Record Center) then re-enlistment in 1898 (as per naval records maintained by the Military Record Center.) He was assigned as a Coxswain to the USS Merrimac (1898) during the Spanish-American War. The Merrimac had frequent problems with the steering and engines, and Deignan referred to it as "cranky". After a short time on the ship, he garnered a reputation as an able helmsman and was preferred when delivering coal to the other ships in the fleet, a task that could be difficult in a ship that was already hard to control.
When Rear Admiral William T. Sampson requested volunteers for an extremely dangerous mission, there were more than enough volunteers, but he chose Osborn as the helmsman. The mission was to sink Merrimac at the entrance to Santiago Harbor, Cuba in an effort to block it and pen the Spanish Navy in the harbor. Seven other members of the crew were also chosen for the assignment. While the crew was attempting to fulfill its mission, Spanish forces fired on the ship and, in the process, disabled the Merrimac's streering controls before the crew could complete their task. The ship sank without obstructing navigation, but the crew was able to escape the ship before she went under. They were rescued by the Spanish and were taken as prisoners-of-war. A month later the Spanish fleet was destroyed at the Battle of Santiago de Cuba and the crewman were released. For his "extraordinary heroism" during the operation, Deignan was awarded the Medal of Honor.
On April 9, 1900, Deignan was promoted to the Warrant Officer rank of Boatswain. As an officer, his initial assignments were in the Philippines, first at Manila, then at the Naval Station, Cavite. After meeting her at a party in 1898, he married Maud Huntoon on May 14, 1902 and together they had a daughter. In June 1902, he reported for duty on the USS Oregon (BB-3) and later that year transferred to the receiving ship USS Independence (1814), at the Mare Island Naval Shipyard, California. He was stationed at Navy Yard, Pensacola, Florida, from 1903 through 1904, and then was assigned to the receiving ship USS Franklin (1864), at Norfolk, Virginia. He remained there for less than a year before reporting for his last tour of duty on the monitor USS Amphitrite (BM-2) in April 1905. He retired on April 21, 1906 and moved to the Los Angeles, California area.
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