About

I’m Oliver Holloway, an experienced educator and homeschool coach with a background in progressive, student-centered education. I’ve taught learners of all ages, from infants in Montessori classrooms to college students, and I use that diverse experience to empower homeschooling parents like you. My passion is helping you create meaningful, effective learning experiences for your children.

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I hold a BA and MEd from Goddard College, and I’m currently completing a doctoral program in Education Leadership at Fielding Graduate University. My work is also informed by coaching, contemplative practice, and decades of experience with progressive education.​

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Homeschooling parents juggle many roles, teacher, parent, curriculum planner, often without the support system that traditional schools have. I understand how overwhelming that can be. That’s why I offer evidence-based guidance and practical strategies to help you succeed as your child’s educator.

 

What Sets Me Apart

• Broad Teaching Experience: I’ve worked with learners from early childhood through college, giving me insight into every stage of development.

• Progressive Education Roots: Raised in student-centered schools and now pursuing a doctorate focused on innovative, learner-driven models.

• Homeschooling Advocate: I understand the unique challenges of homeschooling and support child-centered, alternative approaches.

• Personalized, Judgment-Free Coaching: Every strategy is tailored to your family’s needs, evidence-based, flexible, and respectful.

 

 

My goal is to help you feel confident and empowered as your child’s educator. I look forward to learning about your family’s story and being a supportive partner on your homeschooling journey, listening to your needs, sharing proven strategies, and cheering you on. feel free to explore my Homeschool Coaching and Consulting Services. Let’s connect and make your homeschooling experience the best it can be!

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Curious if we’d be a good fit? I’d love to hear from you.