Date was known for not being a well-behaved youth. As a student in Rikkyo Junior High School, on May 13, 1909, an argument with delinquent youths in Akashichō, Tokyo, escalated to the point where Date pulled out his gun and shot them, killing them. On October 15, 1909, the Tokyo District Court sentenced him to 12 years in prison. The sentence was shortened to 6 years after an appeal ruling in June 1910, at the request of the Date family lawyers. Detective Saburo Iwai's investigation of the victim's behavior helped the Date family lawyers' defence that he was acting in self-defence. The Supreme Court of Judicature of Japan gave him probation and released him.Suzuki, Shichirō. Date Junnosuke no Ayunda Michi (The Life of Date Junnosuke), Taisei Shinbunsha, Tokyo, 1964.
In 1916, Kawashima Naniwa and Aisin-Gioro Shanyu created the Second Manchu-Mongol Independence Movement, which Date joined. He traveled to China, where he became a continental ronin. After the movement's failure, he created the Shandong Autonomy Allied Army in 1938 under the orders of Terauchi Hisaichi. In 1929, he made a pact of brotherhood with Fengtian clique warlord Zhang Zongchang, leading to Date renaming himself Zhang Zongyuan and trying to integrate into Chinese society, changing his nationality to Chinese in 1931.Suzuki, Shichirō. Date Junnosuke: Yūhi no Uma to Kenjū (Date Junnosuke: The Setting Sun, the Horse, and a Pistol), Tokyo 1972. He commanded the Kenkoku Dainigun. On July 27, 1935, Date tried to support a coup in Beijing, but failed.Suzuki, Shichirō. Date Junnosuke no Ayunda Michi (The Life of Date Junnosuke), Taisei Shinbunsha, Tokyo, 1964, p. 182, 202.
In 1919, Date came under the Governor-General of Korea, Saitō Makoto. He traveled to Korea and became the chief of the border guard in Uiju County. In 1923, he raided the base of armed Koreans.
After the surrender of Japan at the end of World War II, Date was arrested for war crimes. He was held in the Qingdao Detention Center and moved to the Shanghai Temporary War Criminal Detention Center. He was sentenced to death, and Date was moved to Shanghai Prison, where he was executed by firing squad on September 9, 1948.
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