On September 16, 1459, in the battle in Wada no Sho, Asuwa County, Takakage led the deputy military governor's side to victory and strengthened his position by defeating and killing Toshizane HORIE and Yukikage ASAKURA (uncle and father-in-law of Takakage) on the military governor's side.
長禄3年（1459年）8月11日(旧暦)、足羽郡和田荘での合戦で守護側の堀江利真・朝倉将景（孝景の叔父であり、義父）らを敗死させ、守護代方を勝利に導くとともに、その地位を高める。