DeAndre Calhoun
Each month RG175 does a "deeper dive" to get to know one of our Independent School colleagues. This month, we feature DeAndre Calhoun. DeAndre is an educator and school leader with over 25 years of experience in independent schools, starting his career as a math teacher and finding joy in helping young people grow and thrive. A proud native of Berkeley, CA, he values the connections he builds with students, families, and colleagues, finding inspiration in moments big and small—from a thoughtful conversation with a first grader to cheering on his favorite San Francisco Giants at spring training. DeAndre’s approach to education is deeply personal, shaped by his love for learning, his belief in the potential of every student, and his dedication to creating vibrant, inclusive communities where everyone feels they belong. Outside of work, he enjoys hiking, science fiction (Octavia Butler is a favorite), and volunteering for youth sports, primarily Oakland Little League.
What’s your connection to RG175?
RG175 supported my recent search for a Head of School position and guided me throughout the process with expertise and care.
Can you summarize your experience working with RG175?
Working with RG175 was a thoughtful and rewarding experience. The team provided invaluable insights, clear communication, and strategic guidance, ensuring that every step of the search process was meaningful and efficient. Their dedication to matching schools and leaders with shared values made the experience feel deeply personalized.
If you had one thing to recommend to other candidates, what would it be?
Be authentic and intentional in sharing your story. Understanding your own goals and values will allow you to connect more meaningfully with schools and their communities.
What do you enjoy most about your job as it pertains to Independent Schools?
I love the opportunity to inspire curiosity and growth in students while working in close partnership with families and educators. Independent schools offer the unique freedom to tailor learning experiences and foster a sense of belonging, helping every student thrive academically and personally.