Wakisaka Yasuharu held the position of daimyo over Awaji Island before ruling over Ozu in Iyo Province. His significance in the Battle of Sekigahara in 1600 cannot be overstated.
Initially, Wakisaka served under Akechi Mitsuhide as part of Oda Nobunaga's forces. During the siege of Hijiyama in 1581, he led Nobunaga's troops. However, after Mitsuhide's betrayal and Nobunaga's demise in 1582, Wakisaka became a retainer of Toyotomi Hideyoshi.
Distinguished as one of the "Seven Spears of Shizugatake" after the battle in 1583, Wakisaka earned a place among Hideyoshi's most trusted generals. With expertise in naval tactics, he was granted control over Awaji Island and later became a commander in Hideyoshi's navy. Wakisaka played a crucial role in Hideyoshi's military campaigns, including the Kyushu Campaign (1587), the Siege of Odawara (1590), and the Korean invasions (1592–1598), leading 1,500 warriors. However, the Korean expeditions proved challenging, as Wakisaka's fleet suffered defeats at the hands of the Korean hero, Admiral Yi Sun-Sin.
During the Battle of Sekigahara, Wakisaka initially intended to support the Tokugawa forces. However, he felt compelled to join Ishida Mitsunari's side as Mitsunari had raised Wakisaka's troops during a stay in Osaka. Positioned below the Kobayakawa forces on Mt. Matsuo, Wakisaka and his samurai ultimately sided with the Eastern forces at the crucial moment, contributing to their victory. His direct attack on the Otani garrison played a significant role in securing victory for the Tokugawa side.
In recognition of his contributions, Wakisaka was granted his lands at Awaji and later received a domain at Ozu in Iyo Province. He passed away on September 26, 1626, at the age of 72.
See also
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Kyōgoku Takatsugu
From the very beginning of his career, Takatsugu served under Oda Nobunaga and was married to Nobunaga’s niece, which secured him a strong position at court and close ties to one of the most powerful clans of the era. However, the events of 1582 drastically changed his fate. When Akechi Mitsuhide rebelled against Nobunaga and treacherously killed him at the Honnō-ji Temple, Takatsugu sought to take advantage of the ensuing chaos to strengthen his own standing. He launched an attack on Nagahama Castle in Ōmi Province, hoping to expand his territories. The assault, however, was repelled, and soon after, Mitsuhide was defeated by Toyotomi Hideyoshi’s forces at the Battle of Yamazaki, leaving Takatsugu without allies or support.
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Kato Yoshiaki
Yoshiaki, a loyal vassal of the Oda clan, first distinguished himself as a talented warrior during the Battle of Shizugatake in 1583. For his bravery and outstanding military achievements, he was included in the famous group known as the “Seven Spears of Shizugatake” — an elite band of samurai celebrated for their exceptional courage in that battle. Later, Yoshiaki became one of Toyotomi Hideyoshi’s naval admirals and took an active part in his subsequent military campaigns. He commanded warships during the expeditions to Kyushu and the siege of Odawara, demonstrating not only valor but also exceptional leadership and strategic skill. For his loyal service and effective command, Yoshiaki was granted an estate in Matsuzaki with an annual income of 100,000 koku of rice — a symbol of significant rank and prosperity.
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Katagiri Katsumoto
Katsumoto was born into the family of Katagiri Naomasa, who came from an ancient and noble lineage. The Katagiri clan had served the early shoguns of the Minamoto house for over five centuries and held lands in the northern part of Shinano Province.
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Kasuya Takenori
There are several versions regarding the origins of Takenori. According to one account, he was the second son of Kasuya Tadayasu, a samurai who served the Bessho clan in Harima Province. In 1577, when Toyotomi Hideyoshi launched his campaign in Harima, on the advice of his close retainer Kuroda Yoshitaka, also known as Kanbei, he took Takenori into his service as a page. In this position, the young warrior participated in the siege of Miki Castle, which lasted from 1578 to 1580 and was aimed at suppressing the rebellion led by Bessho Nagaharu.
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Kajiwara Kagetoki
One of the finest generals and most loyal allies of Minamoto no Yoritomo, Kagetoki gained a notorious reputation as a jealous rival and persecutor of Yoshitsune, the legendary commander of the Genpei War. Kagetoki was an intelligent, calculating, and cautious man.
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Kawakubo (Takeda) Nobuzane
Nobuzane was the seventh son of Takeda Nobutora and the half-brother of the famous Takeda Shingen. The identity of his mother is unknown, as is the exact year of his birth. It is believed that he was born sometime in the 1530s. When Nobuzane reached adulthood, he was sent to the village of Kawakubo, located in the northern part of Kai Province near the border with the Saku region. His duty was to guard the road leading north. In that village, he built a residence and changed his family name to Kawakubo.
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Imagawa Sadayo
Imagawa Sadayo was one of the most outstanding figures of his era. Alongside Kusunoki Masashige and Kitabatake Chikafusa, he was considered one of the greatest generals and strategists of his time. In addition to his military talents, Sadayo was also a poet and historian, and his literary abilities earned him a prominent place at court and in scholarly circles.
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Ikeda Motosuke
Motosuke was the son of Ikeda Tsunooki and the older brother of the famous military commander Ikeda Terumasa. Sources differ on his year of birth—it was either 1559 or 1564. Motosuke was married to the sister of Oda Nobutada, the eldest son of Oda Nobunaga. Thus, Nobutada's son, Oda Hidenobu, was his nephew.
