Ii Naomasa, recognized as one of the Four Guardians of the Tokugawa clan alongside generals Honda Tadakatsu, Sakakibara Yasumasa, and Sakai Tadatsugu, hailed from Hoda Village in Totomi Province (present-day western Shizuoka Prefecture). His family had long served Imagawa Yoshimoto until Yoshimoto's demise at the Battle of Okehazama.
Born to Ii Naochika, Naomasa faced familial upheaval when his father was unjustly accused of treason, leading to his exile and subsequent execution by Yoshimoto's son, Ujizane, in January of 1563. At the tender age of three, Naomasa, orphaned by this tragedy, was taken in by the Tokugawa family. Following the death of his stepmother, Naotora, in September of 1582, he assumed leadership of the Ii clan.
Commencing his service to the Tokugawa in the mid-1570s, Naomasa earned Tokugawa Ieyasu's high regard and was rewarded with a fief in Omi (Shiga Prefecture). Notably, at the Battle of Nagakute in 1584, he commanded 3,000 matchlock gunners and secured victory against Ikeda Tsuneoki's forces, earning commendation from the opposing leader, Toyotomi Hideyoshi. After this battle, Hideyoshi's mother was placed under Naomasa's care as a hostage to solidify the Toyotomi-Tokugawa alliance.
During the 1590 siege of Odawara, Naomasa played a pivotal role in breaching the castle walls, leading to the surrender of the Hojo clan. His efforts earned him Minowa Castle in Takasaki, Gunma, making him the largest landholder among Tokugawa retainers.
In 1600, at the Battle of Sekigahara, Naomasa and his son-in-law, Matsudaira Tadayoshi, initiated a daring attack on the Western allied Ukita troops, despite not being the first into battle as initially designated. Although surviving the intense seven-hour conflict, Naomasa sustained severe injuries in the final moments while pursuing the escaping Shimazu clan. Despite personal care from Ieyasu, the wounds from Sekigahara are believed to have contributed to Naomasa's premature death two years later.
In recognition of his valor, Naomasa was granted lands in modern-day Hikone. Disliking Ishida Mitsunari, the former owner of the area, to such an extent that he refused to live in his shadow, Naomasa had Ishida's castle on Sawayama demolished and significant topsoil removed from the mountain. Intent on establishing a new castle on Mt Hikone, he began construction but passed away before its completion.
See also
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Uesugi Kagetora
Uesugi Kagetora (1552 – April 19, 1579) was the seventh son of Hojo Ujiyasu and was originally known as Hojo Saburo. He was adopted by Uesugi Kenshin and intended to be Kenshin's heir. However, in 1578, he was attacked in his Otate Castle by Uesugi Kagekatsu, his brother-in-law, and was ultimately defeated. Kagetora committed suicide the following year at Samegao Castle.
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Hojo Ujinao
Hojo Ujinao (1562 – December 19, 1591) was a Japanese daimyo of the late Sengoku period and the last leader of the Later Hojo clan. An important figure in Azuchi-Momoyama politics, he lost his entire domain following the Siege of Odawara (1590). Despite this, he survived, and his family continued as minor daimyo during the Edo period.
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Takeda Katsuyori
Takeda Katsuyori (1546 – April 3, 1582) was a Japanese daimyo of the Sengoku period, renowned as the head of the Takeda clan and successor to the legendary warlord Takeda Shingen. He was also the son-in-law of Hojo Ujiyasu. Katsuyori was born to Shingen and the daughter of Suwa Yorishige, known posthumously as Suwa-goryonin and by her real name, Koihime. His children included Takeda Nobukatsu and Takeda Katsuchika.
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Yasuke
Yasuke, an African page, arrived in Japan in 1579 as the attendant of the Italian Jesuit missionary Alessandro Valignano. Before the arrival of the Englishman William Adams, it is thought that Yasuke was possibly the inaugural non-Japanese samurai, arriving about twenty years earlier.
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Yamanami Keisuke
Yamanami Keisuke, the second in command of the Shinsengumi, a special police force during the late Edo period, shocked many when he performed seppuku on March 20, 1865, at the age of 32.
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Yamamoto Kansuke
Yamamoto Kansuke, renowned as a samurai strategist and one of Takeda Shingen's esteemed 24 Generals, hailed from the Mikawa region, known for breeding formidable warriors. Despite physical challenges—blindness in one eye, lameness in one leg, and a malformed hand—Kansuke embarked on a warrior's pilgrimage in his twenties. Traveling across the land, he honed his skills in strategy, tactics, castle construction, and warfare, engaging in various swordsmanship schools and forms.
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Yamaga Soko
Yamaga Soko was a multifaceted figure in Japanese history, renowned as a strategist, philosopher, and scholar. Later in life, he became a ronin, leaving a significant mark on the understanding of the Tokugawa period samurai.
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William Adams - Miura Anjin
William Adams, also known as Miura Anjin, holds the distinction of being one of the few non-Japanese individuals granted samurai status. Born in Gillingham, Kent, England in 1564, Adams embarked on a remarkable journey that led him to become an influential figure in Japanese history.
