A century ago, Israel Friedlaender--scholar, communal activist, and educator--played a key role in such educational institutions as the Teachers Institute of JTS, the Bureau of Jewish Education, the Menorah Society, Young Israel, and Young Judea. A JTS professor and prolific writer, Friedlaender has been described as "the teacher of the Jewish youth of that generation." Yet, scant attention has been devoted to exploring his educational thought and action agenda. This retrospective focuses on Friedlaender's activities and impact in advancing Jewish education and considers the relationship of his legacy to current directions in the field.