Hori

Following the death of his lord Oda Nobunaga, Hori Hidemasa came to serve Toyotomi Hideyoshi. Hidemasa led Hideyoshi's vanguard in the 1582 battle of Yamazaki, along with Nakagawa Kiyohide and Takayama Ukon, and received great praise the following year from Tokugawa Ieyasu for his battle prowess. At that time, Hideyoshi had just begun fighting Shibata Katsuie, and Ieyasu expressed his confidence that the campaign would go smoothly. Hidemasa was promoted and granted Sawayama in Oumi Province. He then arranged negotiations for Hideyoshi with the Ikkou sect which had fervently opposed Nobunaga; the head priest of Renshou-ji was Hidemasa's cousin Hori Rokuemon, and so the negotiations went quite smoothly.

Hidemasa led portions of Hideyoshi's forces once again, in the 1584 Battle of Komaki and Nagakute, in which they suffered a crushing defeat at the hands of the Tokugawa army. Ambushed by Oosuga Yasutaka and Sakakibara Yasumasa, they successfully held off their attackers for a time, but upon meeting the main Tokugawa force of 9000, were forced to retreat. The following year, Hideyoshi became Kampaku (Imperial regent), and Hidemasa was promoted to the fourth rank at court, and appointed to a new post as well. Following the siege of Negoro-ji and the invasion of Shikoku, he was given the lands of the late Niwa Nagahide, Kita no shou in Echizen Province, with an income of 180,000 koku.

During the 1587 Kyuushuu Campaign, Hidemasa once again led the vanguard of Hideyoshi's forces. As various castles fell, and fifty or so Satsuma warriors were captured, he released them rather than killing them. It is said that he had absolutely no rest for much of the campaign, fighting battle after battle with no break.The 1590 Siege of Odawara would see Hidemasa commanding in battle for the final time. He commanded the left flank of the besieging army with a number of great warriors under him, and captured a number of surrounding fortifications. But then, late in the fifth month, he suddenly fell very ill and died. His lands and posts were inherited by his eldest son, Hori Hideharu.