Join us for an engaging and inspiring episode as we catch up with Caroline High School alumnus, Mr. Josh Pritt. Josh takes us on a heartfelt journey through his high school days, reflecting on his memorable moments on the football field and the valuable lessons learned along the way. He candidly shares his decision to join the military, highlighting his realization of needing structure and discipline at a pivotal moment in his life.

Discover what ultimately drew Josh back to his hometown and Caroline High School, where he now passionately coaches soccer, mentoring the next generation of Cavaliers. We’ll also explore the lighter side, diving into what Josh enjoys in his downtime and how he balances his professional commitments with personal fun.

This episode is a powerful reminder of how roots, service, and community can intertwine to create a life filled with purpose and joy.

🎧 Tune in by clicking on the video to the left. 

Listen now as we sit down with Mr. Green, Caroline High School Class of 1994, ISS Coordinator, and musician who owns his own record label. Known as "the most interesting man in ISS," Mr. Green shares what brought him back to CHS, why he loves working here, and what it means to him to give back to his school community.

Plus, hear about his journey from student to educator, his passion for music, and how he balances both worlds.

🎧 Tune in now! Don’t miss this alumni series episode of Cavalier Connections!

Join us for a special episode of Cavalier Connections as we sit down with Señor Perkins, Class of 2012, now a dedicated Spanish teacher at Caroline High School! 🎓

In this episode, Señor Perkins shares his journey of growing up bilingual, the benefits of speaking multiple languages, and how his love for theater and JROTC shaped his high school experience. Listen as he reflects on his path from student to teacher and his deep passion for our Caroline community.

Tune in to hear an inspiring story of dedication, culture, and the power of language!

📢 Available now on Cavalier Connections.

In this episode of our Why Caroline series, we’re excited to welcome Mrs. Daig, the 2024-2025 Bowling Green Elementary Teacher of the Year and proud Caroline High School alumna. From growing up in Caroline to giving back through her work in the classroom, Mrs. Daig shares why this community means so much to her.

Hear how her passion for teaching drives her every day, why building strong relationships with students matters, and get ready to laugh at some of the unforgettable things only third graders would say!

We’ll also dive into her full-circle story—what’s kept her rooted in Caroline, the teacher who inspired her, and the many ways she’s making a difference both inside and outside the classroom.

❤️ Heartfelt. Hilarious. This is one you won’t want to miss!

🎧 Listen now on Cavalier Connections!

5th and final episode of the Port Royal Series | Honoring Black History Month

In this powerful conclusion to our Port Royal series, we sit down with Dr. Rev. Dobbins, a man whose life is a living bridge between history and the present. A former student of the historic Port Royal one-room schoolhouse, Reverend Dobbins went on to build a remarkable 61-year career at Washington Gas—a career he's still passionate about, generously sharing his knowledge and expertise with others today.

Dr. Rev. Dobbins reflects on the profound influence of his beloved grandfather, who was born into slavery in Essex County, and how his grandfather's resilience, wisdom, and love shaped the man he became. Through these memories, we explore how faith, family, and purpose continue to inspire Reverend Dobbins every single day.

Join us as we close this series by honoring a true community pillar, whose story reminds us how the legacies of the past continue to light the way forward.

Part 4 of the Port Royal Series | Honoring Black History Month

In this episode of Cavalier Connections, we sit down with Mr. Smith, proud Caroline High School graduate and longtime community barber who has been serving Caroline for years with more than just fresh cuts.

Hear how Mr. Smith got his start in barbering, what inspired his career, and why the people in his chair mean so much more than just business. From life stories to lasting friendships, he shares the passion he has for his customers and the special connections that keep him going.

✂️ It’s more than a haircut — it’s about community, conversation, and caring for the people who make Caroline home.

🎧 Listen now on Cavalier Connections!

Join us for a special Read Across America edition of Cavalier Connections as we sit down with Ms. Fisher, librarian at Lewis and Clark Elementary, and Mrs. Corner, librarian at Caroline High School. Together, they share the lasting impact reading has on students, the role books play in building strong school communities, and why literacy is worth celebrating.

In this episode, you’ll hear about their all-time favorite reads, creative ways their schools are honoring Read Across America, and how they continue to inspire a love of reading from elementary school through high school.

📚 Whether you're a lifelong reader or just getting started, this is an episode you won’t want to miss!

In this special edition of Cavalier Connections, we sit down with Mr. Driskell, a proud Class of 2007 graduate and Innovation Specialist at Caroline High School. From student to staff, hear his unique perspective on what makes CHS a special place to learn and grow.

We’ll talk about his journey, his love for technology in education, and how he supports teachers and students in making the most of today’s digital tools. Whether you're an alum, a current student, or a Cavalier supporter, this is an episode you won’t want to miss!

Part 3 of the Port Royal Series | Honoring Black History Month

In this episode of Cavalier Connections, we sit down with Mr. Calvin Taylor, a lifelong educator, community leader, and advocate for public education. Mr. Taylor currently serves as the School Board Chair representing Port Royal and is a former Board of Supervisors representative for the district. With decades of experience in education, including his time as Vice Principal at Caroline Middle School, Mr. Taylor has played a pivotal role in shaping the county’s schools and policies.

Our discussion takes a deeply personal turn as we explore his experiences growing up during segregation, attending all-Black schools in Caroline County, and what it was like to graduate from Union High School in 1969—a time of great change in both education and society. Mr. Taylor reflects on the challenges and triumphs of that era, the impact of desegregation on students and educators, and how his journey influenced his passion for public service and education reform.

Join us for this compelling conversation as we delve into history, resilience, and the power of education in shaping future generations.

🎙️ Tune in to hear Mr. Taylor’s story—one of perseverance, leadership, and dedication to the students and families of Caroline County by clicking on the video to the left.

In this episode, we sit down with Kendall Rogers, a dedicated agriculture teacher who brings hands-on learning to middle school students in Caroline. She shares her passion for agricultural education, why she believes it's so important for young learners, and what makes teaching in Caroline so special.

But that’s not all—who inspires her the most? Stick around to find out!

Don’t miss this inspiring conversation about education, community, and the impact of agriculture in the classroom. 

🎧 Listen now on Cavalier Connections!

In this episode of Cavalier Connections, we celebrate Mrs. Anna Fox, the CCPS Teacher of the Year. She shares her journey, teaching philosophy, and the impact she has on her students. We discuss the challenges and rewards of education and what makes Caroline County Public Schools special.

Tune in for an inspiring conversation with a teacher shaping the future. Listen now on Cavalier Connections!

Part 2 of the Port Royal Series | Honoring Black History Month

In this special Black History Month episode of Cavalier Connections – Port Royal Series, we welcome Coach Tony Beasley, a proud Caroline High School Class of 1985 graduate, 3rd Base Coach of the Texas Rangers, and World Series Champion.

Tony Beasley's journey from the halls of CHS to the Major Leagues is one of perseverance, passion, and pride. Despite reaching the pinnacle of baseball, his heart remains in Caroline County—a place he continues to cherish and return to. In this episode, Tony shares why Caroline will always be home, the lessons he’s carried from his early days, and his positive outlook on life that has guided him through challenges and triumphs.

Join us as we celebrate his inspiring story, his contributions to the game, and his lasting connection to Caroline.

🎧 Listen now on Cavalier Connections!

Part 1 of the Port Royal Series | Honoring Black History Month

In this special episode of Cavalier Connections, we kick off our Port Royal Series in honor of Black History Month with a truly inspiring guest—Mrs. Cleo Coleman. A lifelong educator and passionate preserver of history, Mrs. Coleman has dedicated her life to ensuring that the past is never forgotten.

At over 90 years old, she shares her firsthand experiences of going to school in the 1930s, painting a vivid picture of education during segregation. But her impact goes far beyond the classroom. Mrs. Coleman played a key role in preserving the one-room schoolhouse in Port Royal, a vital piece of history that stands as a testament to the resilience and determination of African American communities.

Her passion for history extends to the stage, where she has brought Harriet Tubman to life through powerful portrayals, ensuring that Tubman’s legacy continues to inspire future generations.

Join us for an unforgettable conversation as we dive into the past, celebrate Black history, and hear from a woman whose legacy is woven into the fabric of education and historical preservation.

🎧 Tune in now for Part 1 of the Port Royal Series!

What makes Caroline County special? In this first episode of our Why Caroline? series, we sit down with Mrs. Moultrie, a dedicated educator who has lived in five different states before choosing Caroline as her home. Now recognized as CCPS New Teacher of the Year, she shares her journey from LA to Caroline, what she loves about the community, and why she’s proud to be a live and work here.

Don’t miss this inspiring conversation about finding home in Caroline—tune in to hear her why!

🎧 Listen now on Cavalier Connections!

In this episode of Cavalier Connections, we’re honored to spotlight Deputy Anderson, a proud graduate of the Class of 1996 who now serves as the School Resource Officer at Caroline High School. Joining him is his daughter Ava, a current CHS student, as they share their unique perspectives on life at CHS from two generations of Cavaliers.

Deputy Anderson reflects on why he chose to return to Caroline to serve his community, the critical role he plays in ensuring a safe and supportive school environment, and how he builds positive relationships with students and staff alike. From addressing safety concerns to being a trusted mentor, his work goes far beyond the badge.

We also get a glimpse into his life outside the building—what he likes to do for fun, his favorite sports teams, and how his passions inspire his connection with students. His daughter shares her experiences as a student, how it feels to attend school with her dad on campus, and what makes CHS a special place for her.

This episode is a heartfelt celebration of family, community, and Cavalier pride. Don’t miss this inspiring story of service, legacy, and the bonds that make Caroline High School truly one-of-a-kind.

#CavalierConnections #CHSAlumni #AlumniSeries #CavsComeHome

In this episode of Cavalier Connections, we’re excited to feature Mr. Minor and Mr. Thomas, passionate basketball coaches at Caroline Middle School. These two educators are not only shaping young athletes on the court but are also building character and leadership skills that will serve their players for life.

Join us as we dive into their personal journeys—what inspired them to become coaches and why they choose to dedicate their time to developing young talent. Hear their stories of how basketball has impacted their lives and how they use the game as a platform to teach life lessons about discipline, teamwork, and perseverance.

Outside of coaching, they share their hobbies, interests, and what drives them to keep giving back to their community. With a focus on creating a positive and supportive environment for their players, Mr. Minor and Mr. Thomas reveal the goals they set as coaches and the legacy they hope to leave for the next generation of Cavaliers.

This episode is a heartfelt look into the passion, purpose, and dedication it takes to be a mentor through the game of basketball. Don’t miss this inspiring conversation!

#CavalierConnections #CHSAlumni #AlumniSeries #CavsComeHome

Coming up on the next episode of Cavalier Connections, we’re catching up with Mr. Coleman, a proud member of the Class of 2005 who now serves as a Front Office Administrative Aid at Caroline High School.

Tune in as we explore the differences between high school life in 2005 and today—from the way students connect to how the school has grown and evolved. Mr. Coleman also gives us an inside look at his daily tasks in the front office, keeping CHS running smoothly and supporting students and staff alike.

But why Caroline? Mr. Coleman shares why he chose to return to his alma mater, the impact CHS had on his life, and what it means to him to give back to the community that helped shape his journey.

Don’t miss this behind-the-scenes glimpse into the day-to-day operations of Caroline High School and the enduring Cavalier pride that keeps alumni like Mr. Coleman coming back.

#CavalierConnections #CHSAlumni #AlumniSeries #CavsComeHome

In this episode of Cavalier Connections, we’re excited to feature a proud alum from the Class of 1986 who has turned their passion for education into a fulfilling career as a School Librarian.

Join us as we take a nostalgic journey through their time at Caroline High School, reflecting on what school life was like in the 1980s compared to today. We’ll discuss the evolution of education, the transformation of libraries from card catalogs to digital hubs, and how students’ needs have changed over the years.

But it’s not all about books and technology—outside of school, this alum finds joy in life on their farm, caring for their horse, and embracing the tranquility of rural living. From horseback riding to tending to the land, they share how these hobbies provide balance and fulfillment alongside their professional career.

Tune in for an inspiring conversation about education, lifelong learning, and the joy of living close to nature.

#CavalierConnections #CHSAlumni #AlumniSeries #CavsComeHome

In this episode of Cavalier Connections, we reconnect with a proud graduate of the Class of 2007 who has dedicated their career to making a difference in the lives of students as a Behavior Support Specialist.

Join us as we dive into their journey from the halls of Caroline High School to becoming a critical resource in shaping positive student outcomes. We’ll discuss their path into the field of behavior support, the challenges and triumphs of working with students to foster growth and resilience, and the lasting impact their education at CHS has had on their career and life.

Discover what motivates them, the strategies they use to empower students, and their advice for current Cavaliers interested in careers that make a difference. It’s an inspiring look at how one of our own is creating a brighter future—one student at a time.

#CavalierConnections #CHSAlumni #AlumniSeries #CavsComeHome

In this episode of Cavalier Connections, we welcome two remarkable alumni from the Class of 2008 who have returned to Caroline High School as educators: Mrs. Orr, Nurse Aide Teacher, and Mrs. Tingler, English and Theater Teacher.

Join us as we explore how high school life has transformed since they were students. From the shifts in technology and teaching methods to the changing dynamics of student life, Mrs. Orr and Mrs. Tingler share their unique perspectives on what it means to be a Cavalier then and now.

We’ll also dive into the heart of their stories: why Caroline? Hear about their journeys from students to teachers, their passion for education, and their commitment to giving back to the community that helped shape who they are today. Whether it’s inspiring future healthcare professionals or fostering a love for literature and theater, their impact on CHS is undeniable.

This episode is a celebration of how far Caroline High School has come while honoring the strong roots and traditions that make it so special.

#CavalierConnections #CHSAlumni #AlumniSeries #CavsComeHome

In this special episode, we sit down with two incredible CHS alumni: Nurse Russell and Mrs. Ganoe. They share their inspiring journeys from walking the halls of Caroline High School to making a meaningful impact in education and healthcare. With heartfelt reflections and valuable advice, their stories showcase the passion and dedication that embody the spirit of CHS.

We also explore what makes Caroline so special—a place where history, community, and connection come together to create a true sense of home. It’s the people, the traditions, and the unwavering support that make Caroline more than just a place—it’s where we grow, thrive, and belong.

Tune in for an episode filled with inspiration, pride, and the unique magic of Caroline.  #CavalierConnections #CHSAlumni #AlumniSeries #CavsComeHome

Get ready to meet Ms. Smith, a proud Caroline High School graduate (class of 1 who now plays a vital role as a bus driver in our community! In this episode, she shares her journey from CHS student to dedicated transportation professional, reflecting on the lessons learned along the way.

Discover her insights on building connections with students, overcoming challenges, and why she’s so passionate about giving back to her alma mater. Don’t miss her heartfelt advice for current Cavaliers!

🎧 Tune in to hear Ms. Smith’s inspiring story and how she keeps our community moving forward. #CavalierConnections #CHSAlumni #AlumniSeries #CavsComeHome

Welcome to Cavalier Connections, a podcast dedicated to sharing the inspiring stories of alumni, educators, and community members connected to Caroline County Public Schools (CCPS). Here, we celebrate the stories and journeys of those who continue to impact the CCPS community. In this new series, we’re shining a light on alumni who have come full circle—returning to work for CCPS in various roles, such as educators, mentors, and support staff, to give back to the schools that shaped them.

In our first alumni feature, we’re honored to introduce Mrs. Sadler, a beloved English teacher with over 21 years of experience, known for inspiring a love of literature among her students. Once a student here herself, Mrs. Sadler now inspires generations of Cavaliers with her passion for teaching and her unwavering commitment to students. Tune in as she shares memories of her own time as a Cavalier, what motivated her to return, and why she stays.

Join us in this inspiring journey of reconnection and celebration. Cavalier Connections is all about honoring our roots and the Cavaliers who continue to make a difference. ✨

In Episode 2 of Cavalier Connections, we sit down with former teacher and longtime Cavalier, Mr. Sam Frye, to discuss a moment of history in the making. Join us as we reflect on the incredible legacy of Mr. George Spaulding, whose impact on our school and community will be cemented with a special honor—the renaming of the football stadium.

From inspiring generations to leaving an indelible mark on our Cavaliers’ spirit, Mr. Frye shares personal stories and the significance of this tribute to a local legend.

Celebrate the legacy. Tune in soon to Cavalier Connections—where community, tradition, and honor meet. 🏈✨

Ever wonder what it takes to keep our halls shining, classrooms ready, and school spirit high? On this episode of Cavalier Connections, we sit down with one of the unsung heroes of Caroline High— one of our very own professional custodians! Join us as we dive into stories of dedication, hear what goes on behind the scenes, and discover the heart and humor that keep everything running smoothly.

This episode is more than just a conversation—it’s a celebration of those who go above and beyond every day, making Caroline a place we’re all proud to call home. Tune in and show your appreciation for one of the pillars of our community!

Don't miss this heartfelt interview—coming soon on Cavalier Connections! 🌟