The Dr. Will Show Podcast

The Dr. Will Show Podcast

Welcome to The Dr. Will Show—the go-to business podcast for educators who are ready to take their knowledge, skills, and expertise beyond the classroom and build something of their own. I’m Dr. Will, and this show is all about the business of education—how educators like you can level up, monetize your genius, and create the life you want. Each episode, I Zoom in dope educators, entrepreneurs, and thought leaders who have turned their passions into profit, sharing real strategies and real stories to help you do the same. If you’re tired of waiting for permission to step into your greatness, this is the podcast for you. So, grab your notebook, lean in, and let’s make things happen!

Episodes

August 6, 2025 57 mins

Meet Dr. Vernell

Pitch Strategist | District Leader

With over 20 years in K–12 education—and 10+ years making decisions on behalf of a school district—I know what actually moves a proposal from “maybe” to “approved.”

I created PitchEDU because I saw too many brilliant entrepreneurs missing out on district opportunities—not because their offers weren’t strong, but because they didn’t know how to position, price, and pitch in a way that...

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Chip Baker is a fourth-generation educator. He has been a teacher/coach for over twenty-six years. He is a multiple-time best-selling Author (27 books), Youtuber/Podcaster and Transformational Speaker.  

Chip Baker is the creator of the youTube channel/podcast “Chip Baker - The Success Chronicles” where he interviews people from all walks of life and shares their stories for positive inspiration and motivation.  

Live. Learn. Serve. ...

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Michal Tapia (she/her/ella) is a proud Latina, mother of three, first-generation professional, and the founder of M.Tapia Consulting, a leadership and workplace equity firm focused on creating meaningful experiences that foster inclusion, connection, and authentic leadership. With over two decades of experience across nonprofit, healthcare, and academic sectors, Michal helps individuals and organizations build cultures rooted in tr...

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Casey Watts is a Team Leadership Expert and the founder of Casey Watts Coaching & Consulting, LLC. With over 20 years of experience as a classroom teacher, instructional coach, and district leader, she’s seen how a lack of clarity—not effort —is what keeps teams stuck. Drawing from her time in schools and her own leadership journey, Casey created the Clarity Cycle Framework to help leaders build capacity, improve retention, and cre...

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Katie Fielding is an educational consultant and creator with 20 years of experience as a public school educator. Katie passionately advocates for digital accessibility, creativity, and Universal Design for Learning (UDL) in classrooms.   She specializes in integrating technology and STEM to create interdisciplinary instructional experiences. She shares her expertise through conference presentations and workshops, having been honore...

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Shartajeye’ “Taji” Wright-Fitzhugh
STEM Educator | Founder of Kidmistry, LLC | Mom & Edupreneur

Shartajeye’ “Taji” Wright-Fitzhugh is a mom, STEM educator, and founder of Kidmistry, LLC—an education consulting firm designed to support teachers with innovative strategies that bring joy and equity back into the classroom. Through her signature platform, Taji – The Teacher’s Teacher, she helps new and novice educators build strong instr...

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I’m a Human Sustainability Consultant with a deep background in education, emotional engagement, and systems transformation. My work centers on helping schools, districts, and organizations create emotionally sustainable environments where people feel seen, supported, and empowered to lead.

My professional path began as an elementary teacher with a passion for technology. Over time, I served as a Technology Integrator, Director of I...

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Michelle Moore is an EdTech expert turned mindset mentor and the creator of 100 Days to Self-Love, a transformative journal designed to help individuals reconnect with their worth and purpose. After years of leading in the education technology space, Michelle felt called to deepen her impact by guiding others through personal healing and growth. Blending her experience in education with her passion for mindfulness, energy alignment...

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Maria-Katarina Johannesson, a.k.a. Linksandmaria, likes to grow things - both businesses and plants. Specializing in link building, digital PR, and making brands stand out, she’s all about building relationships while keeping the sales perspective front and center.

Website: https://linksandmaria.com/
 

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The Edupreneur: Your Blueprint To J...

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Sofia Gonzalez, M.Ed., MA is a High School AP English teacher, Nonprofit Leader, and Education Activist from Illinois. She has been in the field of education for 15 years and has a deep passion for students & teachers who are disadvantaged.

She’s a sought-after keynote speaker & podcast host who is known for her cutting-edge presentations and dynamic illustrations with a message that’s infectious. She has received national teacher r...

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Author of "What Teachers Need," a timely response to the mass exodus of teachers leaving the profession during covid19, Dalila Tahirovic is a self made edupreneur. Graduating from University of Southern California with her Master's Degree teaching gifted education, special education, and bilingual education. Dalila's passion for teaching stems from her religious tradition, personal upbringing, and entrepreneurial spirit.

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About Today’s Guest, Lisa Cummings

Lisa has delivered events to over 24,000 participants, in-person in 14 countries. She’s an MBA and a Gallup Certified Strengths coach. 

You can see her featured in places like Harvard Business Publishing, Training Magazine, and Forbes. She’s the founder of Lead Through Strengths, and hosts a podcast by the same name.

She helps independent coaches, trainers, and speakers build business skills like ema...

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Meet Michelle Singh, an extraordinary entrepreneur with a wealth of experience in education, ranging from classroom teaching to district leadership. As a former classroom teacher, curriculum specialist, and current adjunct professor, Michelle possesses an in-depth understanding of the intricacies within the education system. Currently pursuing her doctoral degree in organizational leadership at Nova Southeastern University, she is ...

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Dr. Kristilynn Turney is the CEO and Founder of Dr. Kristilynn Turney, LLC and the Co-Founder of Charter School Pros. Dr. Kristilynn Turney, LLC is certified as an Ohio Minority Business Enterprise and Ohio Women’s Business Enterprise.

Dr. Kristilynn Turney, LLC specializes in Diversity, Equity, and Inclusion Plans, Consulting, and Professional Development, Educational and Organizational Leadership, Coaching, and Mentoring, and Scho...

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Dr. Jocelyn Logan-Friend is the Founder and CEO of Logan & Friends, an education solutions company dedicated to shaping the future of learning through equity, creativity, and innovation. With over 15 years of experience in education, she has served as a teacher, school leader, instructional coach, education specialist at the U.S. Department of Education, and principal coach. Dr. Logan-Friend has also built school models both in the...

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Amber Shields is a culture-driven leadership consultant and seasoned educator with a proven track record of transforming school environments and developing high-impact leaders.

Her journey began in the classroom as a passionate Kindergarten and 3rd-grade teacher, but her talent for fostering positive, high-achieving school communities quickly propelled her into leadership roles, including instructional coach, assistant principal, an...

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Jornea Armant, Founder and CEO of Savvy Cre8tions  is a tech enthusiast and AI in education facilitator with over 20 years of experience in the field of Education. Formerly the Principal Head of Engagement for Microsoft Learning, Jornea led initiatives involving inclusive, equitable and accessible learning tools, including Microsoft Flip (formerly Flipgrid), Math Solver, and Microsoft Copilot. She is dedicated to lifelong learning,...

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April 8, 2025 53 mins

Jamilah F. Bashir is the founder of The IEP Coach LLC, a consulting company dedicated to empowering special education teachers, schools, and parents. Through expert coaching and professional development, she helps educators balance their dual roles as teachers and case managers while guiding parents through the often complex Individualized Education Plan (IEP) process with clarity and confidence.

With over 20 years of experience acr...

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Michelle Manning is an Instructional Technology Integration Specialist with over 30 years of experience in education. She is passionate about leveraging technology to amplify and enhance the curriculum, ensuring that all students can access learning and demonstrate their knowledge in meaningful ways.


Michelle specializes in personalized learning and the integration of innovative tools and strategies to support student success. She i...

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Dr. Kendrah Underwood – Founder, Confidently Radiant Skincare

Dr. Kendrah Underwood is a licensed esthetician, skincare expert, and entrepreneur dedicated to helping people look and feel their absolute best. As the founder of Confidently Radiant Skincare, she blends science, artistry, and self-care to deliver results-driven treatments that enhance natural beauty and boost confidence. Specializing in custom facials, advanced skincare...

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