The eldest son of Miyoshi Nagamoto (Motonaga), at the age of seventeen and with the support of Miyoshi Masanaga and Matsunaga Hisahide, invaded Kinai, the inner provinces of Japan, and in 1539 seized control of Kyoto. In 1543 he expelled Hosokawa Ujitsuna from the commercial city of Sakai and appointed his own brother, Sōgo Kazunari, as the city’s new leader. In 1548 he took the name Chōkei. When a conflict arose between him and Masanaga, Chōkei appealed to his liege lord, Hosokawa Harumoto, asking him to raise troops in the provinces of Settsu, Izumi, and Kawachi, but Harumoto instead chose to ally with Masanaga against Chōkei.
Irritated by this betrayal, Chōkei attacked and crushed Masanaga, then besieged Harumoto in his castle at Miyake (1549) and installed Ujitsuna as the head of the Hosokawa clan. However, he did not dare to completely eliminate Hosokawa Harumoto, lifted the siege, and again marched against Masanaga, defeating him a second time. Harumoto fled to Ōmi under the protection of the shogun Ashikaga Yoshiteru. Meanwhile, Chōkei entered Kyoto (1550) and handed control of the city to Matsunaga Hisahide. That same year, with the support of the Tsutsui clan, he extended his authority over the entire province of Yamato. Two years later, Chōkei returned and forced the shogun to acknowledge his power.
Around 1560 he besieged Hatakeyama Takamasa in his Iimori Castle (Kawachi), captured it, and made it his residence. Takamasa fled to the province of Kii, gathered troops there, and returned to attack Chōkei, but was defeated once again. The following year (1563) Chōkei’s son Yoshioki was poisoned by Matsunaga Hisahide. After this, Chōkei named Yoshitsugu—an adopted son taken from his brother Sōgo Kazumasa—as his heir, but there was no harmony between them. Meanwhile, Hisahide’s influence continued to grow— in 1564, Chōkei’s brother Fuyuyasu was executed based on Hisahide’s false accusations. Shortly after these events, Chōkei fell ill and died.
Chōkei was renowned as a distinguished aesthete; he wrote poetry and had a deep appreciation for the tea ceremony. He was a patron of the famous renga poet Satomura Jōha and constructed the renowned Nanshūji Temple in the city of Sakai (1557). The temple was destroyed in 1615 and later restored by the famous monk Takuan.
See also
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Yamagata Masakage
Masakage was one of Takeda Shingen’s most loyal and capable commanders. He was included in the famous list of the “Twenty-Four Generals of Takeda Shingen” and also belonged to the inner circle of four especially trusted warlords known as the Shitennō.
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Yagyu Munenori
Yagyū Munenori began his service under Tokugawa Ieyasu while his father, Yagyū Muneyoshi, was still at his side. In 1600, Munenori took part in the decisive Battle of Sekigahara. As early as 1601, he was appointed a kenjutsu instructor to Tokugawa Hidetada, Ieyasu’s son, who later became the second shogun of the Tokugawa clan.
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Yagyu Muneyoshi
A samurai from Yamato Province, he was born into a family that had been defeated in its struggle against the Tsutsui clan. Muneyoshi first took part in battle at the age of sixteen. Due to circumstances beyond his control, he was forced to enter the service of the Tsutsui house and later served Miyoshi Tōkei. He subsequently came under the command of Matsunaga Hisahide and in time became a vassal first of Oda and later of Toyotomi.
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Endo Naozune
Naozune served under Azai Nagamasa and was one of the clan’s leading vassals, renowned for his bravery and determination. He accompanied Nagamasa during his first meeting with Oda Nobunaga and at that time asked for permission to kill Nobunaga, fearing him as an extremely dangerous man; however, Nagamasa did not grant this request.
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Hosokawa Sumimoto
Sumimoto came from the Hosokawa clan: he was the biological son of Hosokawa Yoshiharu and at the same time the adopted son of Hosokawa Masamoto, the heir of Hosokawa Katsumoto, one of the principal instigators of the Ōnin War. Masamoto was homosexual, never married, and had no children of his own. At first he adopted Sumiyuki, a scion of the aristocratic Kujō family, but this choice provoked dissatisfaction and sharp criticism from the senior vassals of the Hosokawa house. As a result, Masamoto changed his decision and proclaimed Sumimoto as his heir, a representative of a collateral branch of the Hosokawa clan that had long been based in Awa Province on the island of Shikoku. Almost immediately after this, the boy became entangled in a complex and bitter web of political intrigue.
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Honda Masanobu
Masanobu initially belonged to the retinue of Tokugawa Ieyasu, but later entered the service of Sakai Shōgen, a daimyo and priest from Ueno. This shift automatically made him an enemy of Ieyasu, who was engaged in conflict with the Ikkō-ikki movement in Mikawa Province. After the Ikkō-ikki were defeated in 1564, Masanobu was forced to flee, but in time he returned and once again entered Ieyasu’s service. He did not gain fame as a military commander due to a wound sustained in his youth; nevertheless, over the following fifty years he consistently remained loyal to Ieyasu.
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Honda Masazumi
Masazumi was the eldest son of Honda Masanobu. From a young age, he served Tokugawa Ieyasu alongside his father, taking part in the affairs of the Tokugawa house and gradually gaining experience in both military and administrative matters. At the decisive Battle of Sekigahara in 1600, Masazumi was part of the core Tokugawa forces, a clear sign of the high level of trust Ieyasu placed in him. After the campaign ended, he was given a highly sensitive assignment—serving in the guard of the defeated Ishida Mitsunari, one of Tokugawa’s principal enemies—an obligation that required exceptional reliability and caution.
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Hojo Shigetoki
Hōjō Shigetoki, the third son of Hōjō Yoshitoki, was still very young—only five years old—when his grandfather Tokimasa became the first member of the Hōjō clan to assume the position of shogunal regent.
