Kobayakawa Hideaki

Nephew of Hideyoshi's principal wife, Nene. Adopted by Hideyoshi, and at the age of 10 given the castle of Kunikameyama in Tanba, valued at 100,000 koku. Upon the birth of Hideyoshi's true son, Hideyori, Hideaki was adopted again by Kohayakawa Takekage. When Takekage retired, Hideaki became master of Najima Castle in Echizen.
Hideaki was given control of Pusan when Hideyoshi sent his invasion force to Korea, but after the fighting was over, he was blamed for the inadequate assistance given at the attack at Ulsan Castle and had his estate slashed in size; he was even briefly recalled to Echizen. After Hideyoshi's death Tokugawa Ieyasu restored his former holdings to him. Hideaki formed close links with the Tokugawa although Ieyasu was Hideyoshi's rival.
In 1600, at the Battle of Sekigahara he took up his position with the Western side (led by Ishida Mitsunari) at Oyama, but in the middle of the fray we switched sides and joined Ieyasu's Eastern camp, thereby assuring them of victory. For this, he was rewarded with Mimasaka in Echizen, valued at 555,000 koku, and made lord of Okayama Castle.
But Hideaki was never able to live down the reputation of a turn-coat. He wa also said to be heedless of advice. His lands fell into turmoil, and in 1602, at the age of just 21 he died of illness. One theory has it that he became insane.