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Imagawa Yoshimoto was the daimyô of Suruga and Tôtomi and Suruga from 1536 until 1560. The 3rd son of Imagawa Ujizane, Yoshimoto
succeded his father after a succession dispute with his brothers in 1536. He married Takeda Nobutora's sister in 1537 and
may have been involved in Takeda Shingen's take-over in Kai (1540). A noted administrator, Yoshimoto carried out a series
of land surveys and transformed his capital of Sumpu into a cultural center. Yoshimoto himself was said to have had the habit
of shaving his eyebrows and blackening his teeth in the manner of a Kyoto noble; one of his wives was of noble blood and is
said to have assisted him in this area. Militarily, Yoshimoto worked towards consolidating the Imagawa domain and was greatly
aided by his uncle, the monk-general Sessai Choro (d.1557). He secured Imagawa influence over Totomi and made a series of
political maneuvers that led to the submission of the Matsudaira in 1548 and the acquisition of the future Tokugawa Ieyasu
as a hostage.
In his westward expansion, Yoshimoto came into conflict with the Oda of Mikawa, and fought with them on a number of occasions,
including the Battle of Azukizaka in 1542 - which Yoshimoto lost. Yoshimoto was afterwards content to leave the fighting to
Sessai, though he was not with military skill himself. Yoshimoto's greatest gifts, however, lay within the political realm,
and in the 1550's he engineered a three way union between the Takeda, Hôjô, and Imagawa. Yoshimoto was clearly respected by
his peers, and was often in the position of mediator - such as when Hôjô Ujiyasu requested he ask Takeda Shingen not to attack
Kozuke as the Hôjô were preparing to do so.
By the close of the 1550's, Yoshimoto enjoyed a strong position and began to consider marching on Kyoto. Sessai had died
in 1557, but the Imagawa had been able to call on the talents of the young Matsudaira Motoyasu (Tokugawa Ieyasu) to check
the activities of Oda Nobunaga, and by 1560 Yoshimoto felt confident enough to call his entire army to arms. He mustered somewhere
between 15,000 and 20,000 men from Suruga and Mikawa and in June 1560 departed for Kyoto. Two of Oda's forts (Marume and Terabe)
were reduced, and a confident Yoshimoto called for his men to rest in the Dengakuhazama (near Okehazama) where he viewed the
heads taken thus far and enjoyed a musical performance. Unbeknownst to the Imagawa, Oda Nobunaga had resolved to take the
offensive, and had managed to creep right up on Yoshimoto's encampment. Following a terrific thunderstorm, Oda's men attacked,
and such was the suddenness and violence of their charge Yoshimoto initially assumed a fight had broken out among his men.
Amidst the growing confusion, Yoshimoto was set upon by a number of Oda warriors. He managed to cripple one with a blow of
his sword, but was struck down by a certain Mori Shinnosuke. When word of his death spread, the Imagawa army fled precipitously,
signaling not only the end of Yoshimoto but also an eventual end to the Imagawa. Indeed, his successor Ujizane (1538-1614)
would suffer the loss of his lands to the Tokugawa and Takeda by 1569, and in the end retired to Kyoto, providing a certain
element of irony to the demise of the once-proud Imagawa clan.
Yoshimoto composed the Imagawa kana mokuroku tsuika (expanding on house rules left by Ujichika) in 1553. He established
a printing press in Sumpu and oversaw the completion of a five-volume history of the Imagawa family.
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