Along with his brother Yoshisuke WAKIYA, Yoshisada defeated the troops of Naoyoshi ASHIKAGA and Moroyasu KO in the Battle of Yahagigawa (Okazaki City, Aichi Prefecture) as well as in the Battle of Tegoshigawara (Suruga Ward, Shizuoka City, Shizuoka Prefecture).
義貞は弟脇屋義助とともに矢作川の戦い（愛知県岡崎市）、手越河原の戦い（静岡県静岡市駿河区）で足利直義・高師泰の軍を破る。