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Oconomowoc Area School District Oconomowoc High School
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Keeping Up With The Raccoons

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🎙️ Welcome to Keeping Up With the Raccoons—the official podcast of Oconomowoc High School! I’m your host, Principal Jason Curtis (aka the one Raccoon you can’t catch up with 🦝).

Each episode, we celebrate the voices, journeys, and achievements of our incredible students. From overcoming obstacles to planning bold futures, we’re diving into the real stories behind the caps and gowns. Tune in for real stories and authentic inspiration from the students who make OHS a place we’re proud to call home.

Hit follow and join us in Keeping Up With the Raccoons—and the future they’re building!

Catch every episode on your favorite podcast platform, like Apple Podcasts, Spotify, and beyond!

Season 2

S2E1: Breaking the Myth: Court as Leaders, Not a Popularity Contest

In this episode of Keep Up With the Raccoons, I sit down with our Homecoming Court to discuss with them their academic and career planning journey. Homecoming Court is not just about being a popularity contest, it's about students that are involved, support their peers and are a positive influence in their community.

S2E2: Discovering & Inspiring "The Call"

In this episode of Keep Up With the Raccoons, I sit down with nine incredible OHS teachers who are also proud OHS alumni. Join us as we talk about their journeys, academic and career paths, and the full-circle moments that brought them back home to OHS.

S2E3: Finding Your Purpose

In this episode of Keep Up With the Raccoons, I sit down with four students and one staff member to hear about their experiences. From discovering new passions to reflecting on personal growth, this episode celebrates how our school community is building a culture of being Grounded, Committed, and Accountable — together.

S2E4: Exploring Military Pathways

In this episode of Keeping Up With the Raccoons, I sit down with Sergeant Feist from the Army National Guard, Staff Sergeant Ferguson from the U.S. Air Force, and OHS Counselor Lauren Black, who share insights, resources, and advice for students exploring the military pathway after high school and how OHS supports students through every step of that journey.

S2E5: The IB Experience: Preparing You for Career & College

In this episode of Keeping Up With the Raccoons, I sit down with four IB students and two OHS staff members to explore the International Baccalaureate (IB) Program at OHS. From academic rigor to global-minded thinking, this episode highlights the many ways IB challenges and supports our Raccoons as they prepare for life after high school.

S2E6: First Steps as a Raccoon, The Freshman Experience

In this episode of Keeping Up With the Raccoons, I sit down with four current freshmen to reflect on their first year at Oconomowoc High School, sharing what it’s like to transition into high school, explore academic interests, and begin shaping future goals—offering valuable insight for incoming freshmen and families as they start their own Raccoon journey.

S2E7: Wrestling With Success: Fall in Love With The Process You Choose

In this episode of Keeping Up With the Raccoons, I sit down with three members of our OHS wrestling program to talk about what it truly means to commit to being student-athletes, to their passion for wrestling, and to their academic and career journeys. From balancing practices and schoolwork to setting long-term aspirations beyond the mat, these wrestlers share how they’ve learned to embrace the daily work and fall in love with the process.

S2E8: Take the Experience: An Exchange Student's Perspective at OHS

In this episode of Keeping Up With the Raccoons, I sit down with Giuseppe, an exchange student from Italy, and Jaela, an OHS junior and one of his host family members, to talk about the foreign exchange experience and what it means to broaden your perspective beyond the Oconomowoc community. From adjusting to a new culture and school system to building meaningful connections, they share how stepping outside their comfort zones has shaped their understanding of the world and the opportunities ahead.

S2E9: Class Above the Clouds: The Takeoff of our Aviation Courses

In this episode of Keeping Up With the Raccoons, I sit down with Aviation Teacher Mark Murphy and seniors Henry, Pierson, Alyssa, and Quinn to explore OHS’s aviation program and what it means to prepare students for the future. From discovering a passion for flight to gaining hands-on, real-world experience, they share how this innovative program is opening doors to high-demand career pathways. Together, we discuss how OHS continues to evolve its offerings to meet the demands of an ever-changing world and empower students to take their learning to new heights. 

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Season 1

S1E1: Unstoppable: Five Seniors, Five Pathways

In this exciting episode, we spotlight five outstanding seniors from the Class of 2025—each forging a unique path in education, the military, and beyond. Hear their inspiring journeys, reflections, and advice for future Raccoons.

S1E2: Collecting That Diploma: Defining Moments of Your Journey

In this episode of Keep Up With the Raccoons, I sit down with two inspiring seniors whose journeys to graduation couldn’t be more different—but equally powerful. Together, their stories show that the road to graduation is rarely a straight line—but with resilience, support, and the right environment, it can lead to incredible growth.

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Oconomowoc High School Home

Oconomowoc High School

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Oconomowoc High School

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