
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.
During the first and second Korean campaigns, Yoshiaki continued to serve under Hideyoshi’s banner, participating in several naval battles along the southern coast of the Korean Peninsula. His fleet played a vital role in securing Japanese dominance at sea, and Yoshiaki earned a reputation as an experienced naval commander capable of leading effectively under the harsh conditions of long-distance warfare.
After the death of Toyotomi Hideyoshi, Kato Yoshiaki entered the service of Tokugawa Ieyasu, proving himself a wise and farsighted statesman who understood where the future of Japan lay. In 1600, he fought on the side of Tokugawa during the decisive Sekigahara campaign, which shaped the destiny of Japan for generations to come. During the Battle of Sekigahara, Yoshiaki commanded a 3,000-man unit in the vanguard of the Eastern Army and engaged fiercely with the forces led by Shima Sakon. His troops showed remarkable endurance and discipline, contributing significantly to the ultimate victory of the Tokugawa forces.
For his loyalty and valor, Tokugawa Ieyasu generously rewarded Yoshiaki by granting him vast lands in Iyo Province on the island of Shikoku (modern-day Ehime Prefecture), with his annual income increased to 200,000 koku of rice. This reward reflected Tokugawa’s deep trust and recognition of Kato Yoshiaki as one of the most distinguished military commanders of his era.
As a symbol of his power and the dawn of a new age, Kato Yoshiaki ordered the construction of the magnificent Matsuyama Castle on his new lands, which would become the main seat of his clan. Construction began in 1602 and lasted for twenty-five years, making it one of the grandest architectural projects of its time. Approximately 150,000 stone blocks were used to build its massive walls and towers. Over time, Matsuyama Castle became not only the administrative center of Yoshiaki’s domain but also one of the finest examples of Japanese defensive architecture from the early Edo period — a lasting symbol of strength, wisdom, and devotion to the samurai spirit.
See also
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Sakakibara Yasumasa

Yasumasa was the second son of Sakakibara Nagamasa and was born in Ueno in Mikawa Province. From a young age, he began serving Tokugawa Ieyasu and eventually rose to the position of one of his most trusted generals. His wife was the daughter of Osuga Yasutaka. Ieyasu first noticed the young Yasumasa during the suppression of the Ikkō-ikki uprising in Mikawa in 1564. Thanks to his demonstrated abilities, Yasumasa was granted the privilege of using the character “yasu”—the second character of Ieyasu’s own name—in his own. Although he was the second child in his family, he became his father’s heir, though the exact reasons for this remain unknown.
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Sakai Tadatsugu

Tadatsugu was one of the most renowned generals serving Tokugawa Ieyasu. After Ieyasu broke ties with the Imagawa clan, Tadatsugu—an ardent supporter of this decision—was granted command of Yoshida Castle in 1565, which controlled the coastal road from Tōtomi to Mikawa. During the Battle of Mikatagahara in 1573, he held the right flank of the Tokugawa forces even when the troops sent by Oda fled under the assault of the Takeda army. In the Battle of Nagashino in 1575, he personally requested permission to carry out a night attack on the Takeda camp, which he executed brilliantly together with Kanamori Nagachika.
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Ryuzoji Takanobu

Takanobu was the eldest son of Ryūzōji Takaie and the great-grandson of Ryūzōji Iekane. His father was killed by a man named Baba Yoritiku in 1544. At a young age, Takanobu took Buddhist vows and received the monastic name Engetsu. However, around the age of eighteen, he returned to secular life, and in 1548, after the death of Ryūzōji Tanehide, he became the head of both branches of the Ryūzōji family.
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Ouchi Yoshihiro

Ōuchi Yoshihiro was the second son of Ōuchi Hiroyo, who headed the Ōuchi clan in the western part of Honshu. In 1363, Shogun Ashikaga Yoshimitsu confirmed the Ōuchi family in the position of shugo of Suō and Nagato Provinces. In his youth, Yoshihiro assisted his father in strengthening the influence of the Northern Court on the island of Kyushu — they served under Imagawa Ryōsun, who had been tasked with subjugating the nine provinces of Kyushu.
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Ouchi Yoshioki

Ouchi Yoshioki, the ruler of the provinces of Suo, Nagato, and Iwami, was one of the most capable military commanders and politicians of the late 15th and early 16th centuries. The son of Ouchi Masahiro, he governed from his residence in Yamaguchi in the province of Suo. In 1499, Yoshioki gave refuge to Shogun Ashikaga Yoshitane, who had been driven out of Kyoto by Hosokawa Masamoto. Shogun Yoshizumi, Masamoto’s protégé, ordered the lords of Kyushu to unite their forces against Yoshioki; however, they did not dare to do so, fearing the power of a man who by that time controlled six provinces. Having gathered a substantial army, Yoshioki marched from his native Suo toward Kyoto in order to restore Shogun Yoshitane to power.
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Otomo Sorin

Ōtomo Yoshishige came from a noble lineage, being the eldest son of Ōtomo Yoshiaki, the ruler of Funai Province. The roots of the Ōtomo family traced back to Fujiwara Hidesato, the adopted son of Nakahara Chikayoshi. Fujiwara served Minamoto Yoritomo during the Genpei War and took part in battles in Mutsu Province in 1189. In 1193, he was appointed shugo of Buzen and Bungo Provinces, after which he adopted a new surname—Ōtomo.
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Okudaira Sadamasa

Sadamasa was the son of Okudaira Sadayoshi and took part in several battles under Tokugawa Ieyasu, distinguishing himself in the Battle of Anegawa in 1570, where he took two heads. Around 1572 he was forced to enter the service of the Takeda clan, but after the death of Takeda Shingen in 1573 he returned to Tokugawa, leaving Tsukude Castle together with his men. As a result of this defection, Takeda Katsuyori ordered the execution of Sadamasa’s wife and brother, who were being held as hostages.
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Okubo Tadatika

Tadatika, the son of Okubo Tadayō, entered the service of Tokugawa Ieyasu at the age of eleven, and took his first head in battle when he was sixteen. After the establishment of the Tokugawa shogunate, he was appointed as a rōjū — a senior bakufu official — and was regarded as one of Ieyasu’s most trusted advisors, alongside Honda Masanobu. He is also known for his military chronicle Mikawa Monogatari, which describes Ieyasu’s rise to power and the early years of the Tokugawa shogunate.
