Service Under Hao Xiaode, Li Mi, Wang Shichong, and Dou Jiande
Little is known about Liu Heita's background, and it is not known when he was born. He was from Zhangnan (漳南, in modern Handan, Hebei)—the same county as Dou Jiande—and was said to be brave and quick in reaction from his youth. He was also said to favor drinking and gambling, much to his father's and brothers' dismay. He became friendly with Dou, and whenever he lacked money, Dou would support him. He eventually joined agrarian rebels rising against Sui Dynasty rule, and he initially followed Hao Xiaode (郝孝德), and then after Hao joined Li Mi's forces, served under Li. After Li was defeated by Wang Shichong, then a Sui general, in 618, as Wang knew of Liu's ferocity, he made Liu a cavalry officer, but he thought little of Wang's actions, and often secretly laughed at Wang.
In 619, Liu was serving in the army of Wang's newly established state of Zheng (as Wang had the final Sui emperor, Yang Tong, yield the throne to him earlier that year), defending Xinxiang (新鄉, in modern Xinxiang, Henan), when he was captured by Li Shiji, a Tang Dynasty general who had been forced to submit to and serve Dou's state of Xia. Dou made Liu a general and created him the Duke of Handong. He often had Liu command guerilla forces to make surprise attacks, and sometimes covertly entering enemy territory for intelligence purposes. It was said that Liu won many victories under Dou.
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—Edward Dahlberg (19001977)