
The late Muromachi period, also known as the Sengoku period, was an era of continuous conflict and upheaval, often likened to periods of chaos in Chinese history. This turbulent era was brought to an end by Tokugawa Ieyasu, who, with the support of loyal retainers, established the Edo Shogunate and became the ruler of Japan. Among Ieyasu’s descendants, Naomasa Matsudaira, his grandson, played a significant role during the Osaka Siege. He earned praise from his adversary, Nobushige Sanada (Yukimura Sanada), for his valor as a young warrior and maintained strong relations with successive Tokugawa shoguns.
Naomasa was born on August 5, 1601, in Nakagouchi, Ika District, Omi Province, as the third son of Hideyasu Yuki, lord of Echizen Kitanosho, and Gesshoin. His father, the second son of Tokugawa Ieyasu, was estranged from Ieyasu and denied the opportunity to become his heir. At birth, Naomasa was named Kawachimaru, later changed to Kunimaru.
In 1605, at the age of four, he was entrusted to Shigemasa Asahi, a loyal retainer, who raised and mentored him. Two years later, in 1607, Naomasa’s father, Hideyasu, passed away, leaving him under the guardianship of his elder half-brother, Tadanao Matsudaira, Hideyasu’s successor.
On April 17, 1611, Tadanao arranged for Naomasa to meet their grandfather, Tokugawa Ieyasu, at Nijo Castle in Kyoto. As Naomasa matured, he adopted parts of his brother Tadanao’s name, "Nao," and his guardian Asahi Shigemasa’s name, to become Naomasa Matsudaira.
During the Osaka Winter Siege in 1614, Naomasa, despite his youth, displayed exceptional courage. His bravery in combat at Sanada Maru, defended by Nobushige Sanada, earned him admiration even from his adversary. Yukimura reportedly praised Naomasa’s skill as a young samurai and gifted him a military fan, a token that became a treasured artifact in Naomasa’s family.
The following summer, Naomasa participated in the Osaka Summer Campaign alongside Tadanao, achieving military success, including contributing to the defeat of Yukimura Sanada. For his valor, Ieyasu personally commended Naomasa and gifted him a prized uchai-bukuro (a bag for food and money). Tadanao also rewarded him with 10,000 koku of land.
In May 1616, Naomasa received another 10,000 koku from the Kazusa Anegasaki domain, and by June, he held the Junior Fifth Rank Lower court title, Dewa no Kami, officially becoming a daimyō. These honors marked an extraordinary rise for someone initially considered unlikely to succeed in his family.
In 1623, Tadanao Matsudaira was forced to step down as family head due to misconduct and tensions with their uncle, Shogun Tokugawa Hidetada. This allowed Naomasa to further ascend. In 1624, he was granted the Echizen Ono Domain with a stipend of 50,000 koku. That same year, he was promoted to Junior Fourth Rank and appointed Chamberlain, demonstrating continued favor from the shogunate.
Naomasa relocated to the Shinano Matsumoto Domain in 1633 with an increased income of 70,000 koku. As lord of Matsumoto Castle, he undertook significant projects, such as repairing castle gates and turrets, minting Kanei Tsuho coins, and instituting tax reforms that benefited local craftsmen and townspeople. His leadership earned him a reputation as a wise ruler, and his transfer to the Izumo Matsue Domain in 1638 was met with regret by his former subjects.
In Izumo, Naomasa was assigned 186,000 koku, along with 14,000 koku in Oki Province, solidifying his position as a prominent daimyō. He implemented strict governance, including the suppression of Christianity within his domain, aligning with shogunate policies. Despite his harsh measures, he effectively managed the domain’s resources, encouraging economic growth through monopolies on key commodities such as wax, ginseng, cotton, and iron.
Naomasa’s achievements were recognized by the shogunate, and in 1663, he was entrusted with escorting Emperor Reigen’s enthronement envoy to Kyoto. However, his health began to decline that year, and he passed away on February 3, 1666, at the age of 66. His posthumous Buddhist name was Kōshinin Kinyoichiku Dozen, and he was interred at Gesshoji Temple in Matsue, which became the family mausoleum.
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.
