In the Battle of Sekigahara, he stayed in Osaka-jo Castle with Munekatsu KAWAGUCHI and started to join the East Camp, but he was persuaded by Nagamori MASHITA and Masaie NATSUKA (also known as Masaie NAGATSUKA) out of joining the East Camp, therefore, he joined the West Camp against his will and participated in the attack on Anotsu-jo Castle and the like - as the West Camp was defeated, his fief was confiscated and, together with Munekatsu KAWAGUCHI, he was kept in custody in Masamune DATE until he was pardoned in 1603.
関ヶ原の戦いに際しては、川口宗勝と大坂城におり東軍に味方するつもりで出立したが、増田長盛、長束正家に留められ、心ならずも西軍に属し、安濃津城攻めなどに参加した為、所領を没収され、川口宗勝とともに伊達政宗に預けられるが、慶長8年（1603年）に許される。