Jim Prunty

Jim Prunty

Jim Prunty begins his 47th year in education at Leo High School this fall. He  spent 30 of those years at St. Rita and Saint Ignatius College Prep. He has worked in athletics administration for 30 years and has also been an English teacher, guidance counselor and dean. He has also been a head basketball and baseball coach at the high school level as well as an assistant basketball coach at the University of Chicago and Saint Xavier University. He is a a graduate of Brother Rice H.S. and Loras College and holds two masters degrees in School Counseling and School Administration. He has been married to his wife, Maureen, for 48 years. They have 3 children and 9 grandchildren.

Yolanda Sandifer-Horton

Yolanda Sandifer-Horton

Yolanda entered the doors of Leo Catholic High School in the fall of 2023, ready to serve. Prior to joining the Leo community, she worked in both the public and private sector for over 10 years.  During this time, Yolanda supported over 1000 students with early college exposure, while assisting them with their post-secondary plans. She also served as the Assistant Director of Admissions and the Coordinator of Financial Aid at a neighboring Lasallian High School.   Yolanda is the former Founder and Artistic Director of Expressions of You Fine Arts Studio. Her organization allowed youth in underserved communities to tap into their creative sides while unleashing their hidden talents. Yolanda’s  passion to minister through dance provided a pathway for her and her troupe to minister throughout Illinois.  For 8 consecutive years, she became the lead choreographer for the African American Mass at Holy Name Cathedral. Yolanda was born and raised in the Catholic community.  She attended St. Felicitas Elementary School and Seton Academy High School. Yolanda holds a Bachelor of Arts Degree from Chicago State University.  She is also a proud member of Alpha Kappa Alpha, Inc. Yolanda is truly happy to call Leo Catholic High School her new home, and she looks forward to supporting our scholars.

Marques Stevenson

Coach Stevenson, a U.S. Navy veteran of the Gulf War, will also be a member of the Leo faculty, responsible for expanding the Health curriculum and teaching Sociology. As a coach, he has a Catholic League background, having worked most recently at St. Laurence High School as head sophomore coach and varsity offensive coordinator. He held identical jobs at St. Francis High School in Wheaton, where many of the players he recruited helped the Spartans reach the semifinals of the IHSA Class 4-A playoffs in 2022. He was defensive coordinator at St. Joseph’s in Westchester when the Chargers went 7-3 and played in the IHSA playoffs for the only time in school history in 2016. “I am truly honored and grateful for this opportunity,” Coach Stevenson said. “Leo has an amazing football history and great tradition, and there’s no reason why we can’t make some history of our own. I’m eager to get started.”

Darryl Wedgeworth

Darryl Wedgeworth

Coach Debo is a proud Leo man from the class of 1990 where he played football, was on the bowling team, and a honor roll student.  Facta non Verba, the school motto, is what he applies to his service at Leo. Since 2010 Coach Debo has coached football and bowling, driven the school bus, and managed both transportation and facilities. His favorite job at Leo is cooking ‘Debo Dogs” for the students and staff.

Tamishae Curry

Tamishae Curry

Ms. Curry is excited to join the Leo Family as The Tuition Coordinator. Her many years of working in the medical and healthcare field providing great customer service, assisting with bill collecting, and completing intake for patients has allowed her to gain the skills to better help and understand the needs of others. Ms. Curry came highly recommended for her people skills and ability to remain calm under pressure. She is kind hearted, detail oriented, and a self-starter with a good work ethic. Ms. Curry enjoys spending time with her children and loves doing arts & crafts.

Jennifer Fleck

Jennifer Fleck

Ms. Fleck is thrilled to join Leo High School as the Teaching and Learning Coordinator.  She holds a B.S. in General Biology from the University of New Hampshire, an M.Ed. from the University of Illinois at Urbana-Champaign in Curriculum & Instruction, and a Masters in General Administration from Chicago State University. Previously, Ms. Fleck as served as a Science teacher and department chair in the Chicago Public Schools, as a School Transformation Facilitator through Diplomas Now, and as an Assistant Principal at the Academy of St. Benedict the African.

DeShawn Mills

DeShawn Mills

Mr. Mills is a proud graduate of Leo class of 1991. He holds a BA in Interdisciplinary Studies from Governors State University. He comes to Leo from a long career at the Cook County Juvenile Temporary Detention Center. Working with teens has been my passion for the last 24 years and it is an honor to give back to his Alma Mater.

Terrence Cook

Terence Cook

Mr. Cook is the Dean of Students. He has been in the education field since 2009 serving as Cadre, Coach, and Dean of Students. Mr. Cook was on the football and track team, and graduated from Leo with a football scholarship to Tulane University. Mr. Cook graduated with a B.A in ’99 and experienced a brief opportunity to play football professionally. Mr. Cook also helped coach Leo’s football and track team to a successful playoff appearance and state championship in track in 2001-2002. Having worked alongside Mr. Rawls in education prior to coming to Leo, he understands the value and dynamic of becoming a Leo Man and the resources needed to ensure their success.

Noah Cannon

Noah Cannon

Mr. Cannon was the Lions’ varsity basketball coach from 2003-14. In his first season as coach, Leo won the Class A state basketball championship for the only time in school history. The Lions made a return trip downstate in 2009 and have also appeared in three sectional championship games. A former Leo point guard and a member of the Leo Hall of Fame, Coach Cannon is a graduate of Elmhurst College, where he also played basketball. Mr. Cannon teaches Social Studies.

Kevin McNair

Kevin McNair

Mr. McNair is a long time resident of the south side, where he excelled in sports and academics. He attended St.Laurence High School, after accepting an offer for an academic scholarship. While at St Laurence, Mr. McNair played basketball for two years and participated in student government. Mr. McNair graduated from Chicago State University, with a degree in Political Science. He has given a lot of time and service to the community through extensive volunteer work with the AFCA (Athletes For Christ Association) and the Chicago Park District. His coaching and teaching career has spanned 20 years with stops at St. Francis de Sales, Hales Franciscan, Seton Academy, Hyde Park, Emmanuel Christian School, Oakdale Christian Academy, and Aspire Charter Academy. Mr.McNair serves as the Director of Admissions/Recruitment.