In the Battle of Sekigahara, Yoshihiro followed Yusai HOSOKAWA, who ruled the Eastern camp, and held Tanabe-jo Castle in Tanba Province to fight against the Western Camp ruled by Shigekatsu ONOGI.
関ヶ原の戦いでは、東軍の細川幽斎の元につき、丹波国田辺城で西軍の小野木重勝軍を相手に篭城。