Tom Ryan, Principal at Cristo Rey Boston High School Faculty and Staff Cristo Rey provides a transformational experience that equips its students with the tools and opportunities to get into a top-tier college and the skills to then persist through college." Tom Ryan is the Principal of Cristo Rey Boston. He has spent his entire 24-year career in Catholic Education. Tom and Kara Ryan have sent all three of their children to Catholic Schools in the Archdiocese of Boston: Ursuline in Dedham, Holy Name Parish School in West Roxbury, and Catholic Memorial in West Roxbury. Kara, who is a pediatrician, has also been a professional resource for several schools in the Archdiocese.