Toda Shigemasa was a daimyo

Daimyo

is a generic term referring to the powerful territorial lords in pre-modern Japan who ruled most of the country from their vast, hereditary land holdings...

 in Sengoku period

Sengoku period

The or Warring States period in Japanese history was a time of social upheaval, political intrigue, and nearly constant military conflict that lasted roughly from the middle of the 15th century to the beginning of the 17th century. The name "Sengoku" was adopted by Japanese historians in reference...

 and Azuchi-Momoyama period

Azuchi-Momoyama period

The came at the end of the Warring States Period in Japan, when the political unification that preceded the establishment of the Tokugawa shogunate took place. It spans the years from approximately 1573 to 1603, during which time Oda Nobunaga and his successor, Toyotomi Hideyoshi, imposed order...

.

At first, Shigemasa served Niwa Nagahide

Niwa Nagahide

, also known as Gorōzaemon , was a Japanese samurai of the Sengoku through Azuchi-Momoyama periods of the 16th century. He served as a retainer to the Oda clan, and was eventually a daimyo in his own right....

.
In 1585, after Nagahide died, Shigemasa served Toyotomi Hideyoshi

Toyotomi Hideyoshi

was a daimyo warrior, general and politician of the Sengoku period. He unified the political factions of Japan. He succeeded his former liege lord, Oda Nobunaga, and brought an end to the Sengoku period. The period of his rule is often called the Momoyama period, named after Hideyoshi's castle...

 and was given 10,000 koku

Koku

The is a Japanese unit of volume, equal to ten cubic shaku. In this definition, 3.5937 koku equal one cubic metre, i.e. 1 koku is approximately 278.3 litres. The koku was originally defined as a quantity of rice, historically defined as enough rice to feed one person for one year...

 at Echizen Province

Echizen Province

was an old province of Japan, which is today the northern part of Fukui Prefecture. It was sometimes called , with Etchū and Echigo Provinces.Echizen is famous for washi . A text dated AD 774 mentions the washi made in this area. Echizen-produced Washi is still the most commonly sold traditional...

.
He took part in the expedition to Kyūshū

Kyushu Campaign

The Kyūshū Campaign of 1586-1587 was part of the campaigns of Toyotomi Hideyoshi who sought to dominate Japan at the end of the Sengoku period...

 (in 1586) and Odawara

Siege of Odawara (1590)

The third ' occurred in 1590, and was the primary action in Toyotomi Hideyoshi's campaign to eliminate the Hōjō clan as a threat to his power. The months leading up to it saw hasty but major improvements in the defense of the castle, as Hideyoshi's intentions became clear...

 (in 1590) and the Battle of Bunroku (in 1592).

In 1600, he took part in Ishida Mitsunari

Ishida Mitsunari

Ishida Mitsunari was a samurai who led the Western army in the Battle of Sekigahara following the Azuchi-Momoyama period of the 17th century. Also known by his court title, Jibunoshō...

's force at the Battle of Sekigahara

Battle of Sekigahara

The , popularly known as the , was a decisive battle on October 21, 1600 which cleared the path to the Shogunate for Tokugawa Ieyasu...

.
He battled hard under the command of Otani Yoshitsugu

Otani Yoshitsugu

was a Japanese samurai of the Sengoku period though Azuchi-Momoyama Period. He was also known by his court title, . He was born in 1559 to a father who was said to be a retainer of either Ōtomo Sōrin or of Rokkaku Yoshikata. He become one of Toyotomi Hideyoshi's followers...

.
However, he died in the battle since Kobayakawa Hideaki

Kobayakawa Hideaki

Kobayakawa Hideaki was fifth son of Kinoshita Iesada and the nephew of Toyotomi Hideyoshi.He was adopted by Hideyoshi and called himself Hashiba Hidetoshi and Shusen . He was then again adopted by Kobayakawa Takakage and renamed himself Hideaki...

, Wakisaka Yasuharu

Wakisaka Yasuharu

' , sometimes referred to as Wakizaka Yasuharu, was a daimyo of Awaji Island who fought under a number of warlords over the course of Japan's Sengoku period....

 and others betrayed him.

Many people (according to one estimate, including those taking part in Tokugawa Ieyasu

Tokugawa Ieyasu

 was the founder and first shogun of the Tokugawa shogunate of Japan , which ruled from the Battle of Sekigahara  in 1600 until the Meiji Restoration in 1868. Ieyasu seized power in 1600, received appointment as shogun in 1603, abdicated from office in 1605, but...

's force) regretted Shigemasa's death since he had had prowess and been respected by many daimyos.