Career
Having inherited the headmastership of his family"s school of kyujutsu and yabusame, he was archery instructor to both Takauji and Emperor Go-Daigo. He stressed the importance of inuoumono (dog-shooting) in archery practice, even writing a treatise (the Inuoumono mokuanbumi) on the subject. He also authored the Shinden kyūhō shūshinron, now regarded as a classic text on kyujutsu.
Despite having instructed Emperor Go-Daigo, Ogasawara sided with the Northern Court during the Nanboku-chō period, and was given control the province of Shinano.
He was responsible for repelling Prince Muenaga from Kai.