In 1992, Dolan was appointed vice-rector of his alma mater Kenrick-Glennon Seminary, where he also served as spiritual director and taught church history.
Pada 1992, Dolan ditunjuk menjadi Wakil Rektor dari seminari alma mater-nya, Seminari Kenrick-Glennon, di mana ia juga menjadi direktur rohani dan mengajar sejarah Gereja.