Jesse Stewart
Milwaukee
Summary
Dynamic and dedicated leader with a proven track record of engaging student athletes, parents, staff, and the broader community. Successfully led two of the largest athletic programs at school—football and powerlifting—while simultaneously serving as a full-time teacher and English department head. Recognized for the ability to turn around struggling athletic programs by instilling core values, fostering accountability, and leading transformative culture change. Seeking to bring this passion and leadership to the role of Athletic Director by building programs that emphasize character, competitiveness, and academic excellence.
Overview
6
6
years of professional experience
Work History
Head of English Department
Pius XI High School
08.2024 - Current
- Oversaw curriculum planning, instruction quality, and professional development for a department of 6 teachers.
- Served on school leadership team, contributing to broader academic policy decisions.
- Mentored new and student teachers, conducted observations, and supported instructional improvement.
- Collaborated with school leadership on academic programming and scheduling
- Participated in professional development focused on communication techniques and leadership skills.
High School English Teacher
Pius XI High School
08.2021 - Current
- Taught a range of English courses including Advanced Placement (AP) English Literature and Composition.
- Prepared students for success on the AP exam by delivering rigorous, college-level instruction aligned with College Board standards and curriculum frameworks.
- Designed and implemented engaging units focused on close reading, literary analysis, analytical discussions, and critical thinking.
- Focused on literacy development, academic rigor, and college readiness.
- Created differentiated instruction strategies to support diverse learners
Head Football Coach
Pius XI High School
07.2022 - Current
- Restructured a program that struggled with student and community engagement into an exciting, successful, and competitive football program.
- Directed all aspects of the football program including training, staffing, and budgeting.
- Developed off-season training and academic support systems to improve athlete performance and eligibility.
- Guided team to first playoff appearance in a decade by instilling a culture of hard work, accountability and brotherhood.
- Sought opportunities for fundraising to support program expenses and provide athletes with the safest equipment to be able to perform.
Head Powerlifting Coach
Pius XI High School
11.2022 - Current
- Developed a successful powerlifting program; coached athletes to regional, state, and national competitions.
- Emphasized safe lifting techniques, goal setting, and mental toughness.
- Promoted inclusivity and increased female athlete participation in strength sports.
- Developed strong relationships with players'' families to encourage support and involvement in their athletic growth.
Assistant Football Coach
Pius XI High School
08.2021 - 07.2022
- Managed equipment inventory and maintenance, providing a safe environment for players during practice and games.
- Assisted Head Coach in watching film of opposing teams to help build effective gameplay strategies.
- Improved player skills through practices that were tailored to team and individual athlete needs.
Middle School English Teacher
Prince of Peace Elementary School
08.2020 - 07.2021
- Managed classroom behavior effectively by establishing clear expectations.
- Designed engaging lesson plans that addressed diverse learning styles and promoted active participation.
- Developed strong relationships with students and parents, fostering a positive learning environment.
- Maintained classroom discipline and modeled correct behaviors.
Physical Education Teacher
Prince of Peace Elementary School
08.2019 - 08.2020
- Taught physical education classes covering exercise strategies, sports, and safety for grades K-8.
- Created a safe and inclusive classroom environment by establishing clear expectations for behavior and respect among students.
Education
Bachelor of Science -
Carroll University
Waukesha, WI05-2012
Skills
- Athletic Leadership
- Staff recruitment and development
- Budget Management
- Policy implementation
- Conflict resolution
- Athlete, student and parent engagement
- Community outreach and engagment
- Fundraising
Timeline
Head of English Department
Pius XI High School
08.2024 - Current
Head Powerlifting Coach
Pius XI High School
11.2022 - Current
Head Football Coach
Pius XI High School
07.2022 - Current
High School English Teacher
Pius XI High School
08.2021 - Current
Assistant Football Coach
Pius XI High School
08.2021 - 07.2022
Middle School English Teacher
Prince of Peace Elementary School
08.2020 - 07.2021
Physical Education Teacher
Prince of Peace Elementary School
08.2019 - 08.2020
Bachelor of Science -
Carroll University
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