The Dr. Will Show Podcast

The Dr. Will Show Podcast

You didn't get into education to stay broke. But nobody handed you a roadmap for turning your expertise into a business, until now. The Dr. Will Show is a business podcast for educators ready to turn what they know into what they're known for. You've got the knowledge. You've got the experience. What you don't have is a plan to turn it into income. That's what we fix here. Each episode, Dr. Will sits down with educators, entrepreneurs, and content creators, digging into the story behind the glory and the practical steps you can use to build and scale your education business. If you're ready to start, this is your mobile university.

Episodes

September 29, 2026 • 42 mins

Diana Isern is an educator, author, and financial empowerment advocate who spent twenty years in New York City public schools, fifteen of them as a high school assistant principal. Along the way she built two finance courses and a girls' investing club that teens signed up for again and again. 

She's the author of Money Talks: An Educator's Guide to Teaching Financial Empowerment (Beacon Press, 2026), a practical guide for...

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Kim Gameroz is the founder of Teaching Inside Out, SELebrate Good Times, and the VibeEDU Foundation, and the author of Becoming the BISON.

Kim works with school leaders and educators to transform the way schools approach behavior, SEL, and school culture. Her work is grounded in a simple belief: teach social and emotional skills—don’t expect them.

Through Teaching Inside Out, Kim helps schools create more ...

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Dr. Donya Ball is an international keynote speaker, leadership expert, and best-selling author known for her ability to identify the real-world challenges leaders face every day. Through her engaging, no-nonsense approach, she equips organizations with practical, actionable strategies that inspire lasting growth and meaningful results. As a professor and experienced leadership mentor, Dr. Ball has helped countless leaders navigate ...

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Stacie McClam is a filmmaker, educator, and author. Her film MR. ADVOCATE, released in the summer of 2026, is the first in THE SYSTEM Trilogy: three narrative fiction feature films about the benefits and challenges of AI in elementary, middle, and high schools.

Her film production company, School Dismissed, focuses on films about K-12 education issues and solutions. Through film, Stacie exposes the realities that many students and ...

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As an author, international speaker, culture strategist, and seasoned restorative practitioner, Natasha brings over 20 years of experience leading systemic culture change to schools and organizations worldwide. Driven by a human-centered approach, she partners with leadership teams to design psychologically safe, restorative, and sustainable cultures. Whether delivering keynote addresses, consulting, or implementing systemic restor...

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Laura K. Spencer, Ed.D., is a speaker, consultant, and Chief Academic Officer at Elite Academic Academy, a non-classroom-based public charter organization in Southern California. She is also Learning Strategist for IlluminateXR, an edtech company building AI-supported learning experiences, and the founder of Read the Terrain, her leadership and advisory practice. Across 25+ years in education she has built a first-in-the-nation 1:1...

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Don't forget to listen and subscribe to the Raised By Her podcast.

YouTube: https://www.youtube.com/@RaisedByHerPodcast

Linktree: https://linktr.ee/raisedbyherpodcast

Donnica Hawes-Saunders is the Founder and CEO of The Averity Group, a full-service, solution-oriented public affairs  firm that specializes in highly regulated organizations. They maximize advocacy success through proactive engagement  and in 2023, The Aver...

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Amy Oraefo is an entertainment lawyer, founder, and influential speaker. She is dedicated to education and empowerment of entrepreneurs and creatives. As the Principal Attorney and Founder of Amy Oraefo, P.C., a boutique law firm, Amy serves as legal counsel for high performing musicians, music producers, podcasters, media and tech companies, content creators, entrepreneurs, and cultural innovators such as Earn Your Leisure, Invest...

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Dr. Tiffany J. Fisher is an award-winning educator, instructional strategist, entrepreneur, author,

and thought leader with nearly two decades of experience spanning K–12 education, higher

education, school leadership, and educational consulting. She currently serves as a Physical

Science Teacher at ACCEL Day & Night Academy and was recently honored as Teacher of the

Year for her innovation, instructional excellence, and ...

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Michal Petros | Founder, Cultural Strategist

Spanning industries, continents and business objectives, the constant in my career has been cross-cultural communication. From my start as a nonprofit grant writer in Eswatini to building a creative practice alongside a corporate career in New York City, I enjoy connecting, creating and constructing fresh frameworks for understanding.

Studio Hiwet is named after my aunt, Hi...

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My name is Natasha Nurse, and I’m a veteran educator with nearly two decades of experience rooted in classroom practice. I currently teach, with my focus centered on inquiry-driven learning and curriculum design. My professional background includes serving as an instructional coach, where I partnered with teachers to strengthen instructional practice grounded in how students learn. Inquiry and human-centered AI guide how I ap...

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May 17, 2026 • 36 mins

Kristine Mizzone is an education consultant, speaker, and author who supports schools in the areas of social and emotional learning (SEL) and organizational
and middle-level leadership. She is the author of The Leap Year: Practical Advice and Insights for Those Navigating Career Transitions.

Additionally, Kristine works with aspiring school leaders as an adjunct professor for The College of New Jersey, and with the In...

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Jehan Hakim is a Bay Area (CA) native, mother, community organizer, and education consultant with over a decade of experience advancing culturally responsive pedagogy, professional development, and equity-driven policy. She is the founder of the Yemeni Alliance Committee, where she leads strategic foreign policy advocacy efforts that elevate Yemeni voices, influence U.S. policy, and advance human rights and humanitarian priorities....

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Leigh Toomey is the Founder & CEO of Leadhership Educational Solutions and a

former Head of School with over 16 years of experience in independent school

leadership. She brings more than 25 years of combined experience across education,

nonprofit, and for-profit business management, giving her a rare perspective on the

intersection of mission-driven leadership and operational effectiveness.

ACC-certified Executive Leadership co...

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Holly Clark is the author of "The AI Infused Classroom," and a leading global strategist for AI in education, guiding schools and districts through the integration of AI best practices and policies. As an acclaimed international speaker, bestselling author, and co-host of The Digital Learning Podcast, she draws on her trailblazing experience in one of the first 1:1 classrooms in the nation, to empower educators to adopt AI-enhanced...

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April 20, 2026 • 20 mins

Maria is a high school business teacher and founder of Collaboration Tracker, an AI-powered platform that reveals the invisible work behind student collaboration.

After years in the classroom, she saw firsthand how difficult it is to fairly assess group work and is now building a solution that gives educators real evidence of student contribution.

Her work sits at the intersection of education, AI, and assessment, helping schools s...

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Dr. Chelsee Hudson Jacobs (Dr. CHJ) is the founder of Dr. CHJ Consulting, LLC. She obtained a Bachelor of Arts in Psychology and Early Childhood/Childhood Education, Master of Science in Literacy, Advanced Certificate in Educational Leadership, and Doctorate in Educational and Policy Leadership at Hofstra University. She began her teaching career as an elementary teacher in Wyandanch School District and received the Outstanding Tea...

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Melissa Morgan is a 3x Founder, product designer, and former educator, building the voice assessment layer for education. 

Coraltalk makes learning and assessments conversational, giving every student a personalized way to practice classroom concepts to real life scenarios. 

www.coraltalk.com

______________________________________________________________________

The Edupreneur: Your Blueprint To Jumpsta...

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Allie Wilson is a special education teacher and founder of IEP Assure. After years of navigating fragmented documentation systems, growing compliance demands, and firsthand campus pressure around IEP implementation, she turned that frustration into a solution. IEP Assure was built to ensure the work teachers are already doing is accurately captured, reducing workload while strengthening clarity and compliance.

_________________...

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Financial wellness shapes leadership, clarity, and the health of an organization.

Dr. Darla Bishop is a keynote and corporate speaker, public health expert, and financial wellness strategist who helps leaders and teams reduce financial stress, build confidence, and perform at their best. For more than 15 years I have worked at the intersection of public health, behavior change, and financial well-being and have seen how financial s...

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