During the early days of her reign, Naotora often tried to mediate with Imagawa Ujizane and his grandmother Jukei-ni, at which time the Imagawa clan was on warpath with Ii clan. Former Imagawa clan retainer Tokugawa Ieyasu went to war with Ujizane. Ieyasu was successful in forming an alliance with Oda Nobunaga after Yoshimoto's death in 1560.