Masashige was the son of [[Daidoji Shigeoki|Daidoji Suruga no kami Shigeoki]]. He was one of [[Hojo Ujimasa|Hôjô Ujimasa's]] chief advisors and came to hold authority over both [[Kawagoe castle|Kawagoe]] in [[Musashi province|Musashi]] and [[Matsuida castle|Matsuida]] in [[Kozuke province|Kôzuke]]. He was present for the Battles of [[Battle of Mimasetoge|Mimasetoge]] ([[1582]]) and Kanagawa (1582) and was one of those that urged [[Hojo Ujinao|Hôjô Ujinao]] to both resist [[Toyotomi Hideyoshi|Hideyoshi]] and avoid an open battle. Following the fall of [[Odawara castle|Odawara]], Masashige was made to commit suicide for having advocated the course Ujinao chose. His 4th son [[Daidoji Naotsugu|Naotsugu]] eventually became a retainer of [[Tokugawa Iemitsu]].
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Masashige was the son of [[Daidoji Kanekatsu|Daidoji Suruga no kami Shigeoki]] (also known as Kanekatsu). He was one of [[Hojo Ujimasa|Hôjô Ujimasa's]] chief advisors and came to hold authority over both [[Kawagoe castle|Kawagoe]] in [[Musashi province|Musashi]] and [[Matsuida castle|Matsuida]] in [[Kozuke province|Kôzuke]]. He was present for the Battles of [[Battle of Mimasetoge|Mimasetoge]] ([[1582]]) and Kanagawa (1582) and was one of those that urged [[Hojo Ujinao|Hôjô Ujinao]] to both resist [[Toyotomi Hideyoshi|Hideyoshi]] and avoid an open battle. Following the fall of [[Odawara castle|Odawara]], Masashige was made to commit suicide for having advocated the course Ujinao chose. His 4th son [[Daidoji Naotsugu|Naotsugu]] eventually became a retainer of [[Tokugawa Iemitsu]].