
At Leo High School on Chicago’s South Side, student-athletes recently had the opportunity to hear firsthand about leadership, discipline, and career opportunities through a visit from the United States Air Force. The assembly, facilitated by DistrictWON, brought together members of the school’s football and track teams for an engaging conversation with David Conover, who shared his personal journey and insight into military service.
For many students, the visit was both inspiring and relatable. Conover explained that he grew up in the south suburbs of Chicago before deciding to enlist after high school.
“I joined right after graduating high school mainly with the idea of completing one contract and getting direction for what I wanted to do with my life,” he told the group, adding, “It gave me a stable income, a job that excited me, and a community of friends and mentors,”.
According to school representative Theo Hopkins, the message resonated strongly with the students in attendance.
“The young men were able to learn the importance of accountability and discipline,” Hopkins said. “Technical Sergeant Conover spoke about his journey as a high school student in the south suburbs of Chicago and his decision to join the Air Force. That made an impact because he is from the neighborhood of some of our students.”
During the discussion, students asked numerous questions about careers, education benefits, and what daily life in the Air Force looks like. Conover highlighted the wide range of professional paths available.
“Professionally, we have just about any sort of career field available, from law enforcement and cyberwarfare to mechanical fields, firefighting, and medical careers,” he explained. “All careers come with experience that helps build a résumé, along with college credits toward a degree.”
Conover emphasized that military service can broaden perspectives while building valuable skills.
“There are many contacts, networking opportunities, and friendships that come out of the Air Force,” he said. “You also gain the experience of worldwide travel and learning new cultures.”
Conover noted that athletic participation builds teamwork and resilience, qualities essential in military service.
“Sports create the foundation of teamwork and learning to work with people from different backgrounds,” he said. “That mindset carries directly into the Air Force.”
Hopkins believes programs like this are especially valuable for students who may not be aware of all the opportunities available after graduation.
“For students who may be unsure about their next steps, learning they can develop a career, in the Air Force while continuing their education provides a sense of direction and hope.”
Leo High School also has a proud tradition of military service among its alumni, including William Walker, Class of 1975. Hearing stories from alumni and service members helps students see the possibilities ahead.
As Hopkins advises students considering the Air Force,
“Take the time to talk with a recruiter and ask questions. Joining the Air Force is a major life decision, and ultimately it has to be their choice—but getting accurate information can help them see the opportunities that are out there.”
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