was one of Tokugawa Ieyasu's most trusted Four Generals, and was made daimyō of Hikone Domain, with revenues of 180,000 koku. After his death in 1603, he was succeeded by his son, Ii Naotsugu, who was in poor health. Naotsugu sent his younger brother, Ii Naokatsu to the Siege of Osaka, where he served with great distinction. As a reward, Tokugawa Ieyasu gave Hikone to Naokatsu, and reassigned his elder brother to the much smaller holding of Annaka in 1615. This marked the start of Annaka Domain. After beginning work on Annaka Castle and the surrounding castle town, Naotsugu retired in favor of his son, Ii Naoyoshi, who was transferred to Nishio Domain in Mikawa Province in 1643. The Ii clan was replaced by Mizuno Mototsugu from Shinjō Domain in Mikawa, and the domain was reduced to 20,000 koku. He turned the domain over to his son Mizonu Mototomo in 1663; however after Mototomo went insane and attempted to murder his wife in 1667, he was relieved of his post. The shogunate then assigned Hotta Masatomo to the domain. Masatomo also served as rōjū to ShōgunTokugawa Ietsuna from 1679–80. He left Annaka on his appointment to Tairō under Tokugawa Tsunayoshi in 1681. A hatamoto, Itakura Shigekata, was then raised to the ranks of daimyo, and assigned to Annaka. His son, Itakura Shigeatsu was reassigned to Izumi Domain in Mutsu Province in 1702, exchanging places with Naitō Masamori. The Naitō clan ruled for three generations until their transfer to Komori Domain in Shinano Province in 1749. The Itakura clan then returned to Annaka in the form of Itakura Katsukiyo, formerly of Sagara Domain in Tōtōmi Province. The Itakura continued to rule Annaka until the end of the Edo period. During their rule, Annaka came to be known as an educational center after the 4th Itakura daimyo, Itakura Katsunao, established a domain academy in 1808. However, the domain had suffered greatly during the Great Tenmei famine of 1782-1788 and its finances were further ruined by the burden of having to repair the Nakasendo and provide an escort for Princess Kazunomiya on her travel to Edo to wed ShōgunTokugawa Iemochi in 1862. During the Bakumatsu period, discontent with the shogunate led to the Sekihōtai movement, which started in Annaka. During the Boshin War, the final daimyo, Itakura Katsumasa was assigned by ShōgunTokugawa Yoshinobu to hold the Usui Pass against the armies of the Satchō Alliance, but he quickly capitulated to the imperial forces. After the end of the conflict, with the abolition of the han system in July 1871, Annaka Domain became "Annaka Prefecture", which later became part of Gunma Prefecture. The Meiji-era educator Joseph Hardy Neesima was the son of a retainer of the Itakura clan of Annaka. The domain had a population of 896 samurai in 206 households per a census in 1872.