PODCAST · education
The Dr. Will Show Podcast
by Will Deyamport, III, Ed.D.
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
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Diana Isern - Money Talks
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....
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Kim Gameroz - Build the Community First, Then Create the Offer
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:...
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Dr. Donya Ball -How a Rejection Became the Turning Point for a New Career Path
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…
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Stacie McClam, J.D. - From Classroom to the Camera
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...
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Natasha Malik - How Comparison Kills Confidence
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...
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Dr. Laura K. Spencer - How Shifting Focus Transforms Education & Entrepreneurship
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…
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Donnica Hawes Sanders, J.D. - You Are Your Greatest Asset
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...
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Amy Oraefo, Esq. - Creator to CEO: How Educators Can Monetize Their Content
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...
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Dr. Tiffany Jones Fisher - Expertise Alone Doesn't Make a Business
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...
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Michal Petros - Building a Global Creative Business
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…
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Natasha Nurse - Building a Business from Decades of Experience
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...
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Kristine Mizzone - The Leap Year
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....
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Jehan Hakim - Building Culturally Responsive Education Systems
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…
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Leigh Toomey, ACC, MBA, M.Ed., MST - Crafting Offers That Solve Real Problems
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...
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Holly Clark - How to Leverage AI as an Entrepreneur
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...
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Maria Athanasiou - How to Launch an MVP
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...
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Dr. Chelsee Hudson Jacobs - Goals for New Entrepreneurs
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…
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Melissa Morgan - Build Around the Problem
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...
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Allie Wilson, M.A.T. - From Teacher to Edtech Founder
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...
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Dr. Darla Bishop - Key Strategies Every Entrepreneur Must Know About Business Finances
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...
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Dr. Alfonso Mendoza - How to Get Sponsors for Your Podcast
Dr. Alfonso “Fonz” Mendoza Jr. is the creator and host of the globally recognized My EdTech Life podcast, with over six years of consistent episodes amplifying educator voices and EdTech innovators. With 100K+ downloads and 350+ conversations, he focuses on meaningful dialogue around AI…
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Dr. Monique Guillory - HBCUs in a Changing Economy
Dr. Monique Guillory is the President of Dillard University. Much of Dr. Guillory’s career has been at Historically Black Colleges and Universities (HBCUs) and Minority Serving Institutions (MSIs). Her expertise includes academic program development, accreditation processes, STEM pipelines, and...
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Mantha Camacho - Just Launched Your Business?
Mantha Camacho is the heart, mind, and soul behind EdtechEars. With an M.Ed. and over 20 years and counting as a proud educator and Special Education teacher, she knows exactly how to make tech work for every learner. Mantha's passion shines through her work as a former Teaching and Learning...
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Michelle N. Moore - How to Plan a Retreat
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...
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Brooke McKinney - How to Recognize Your UVP
Brooke McKinney is an instructional designer and former AP English teacher who specializes in building engaging, judgment-centered learning experiences. As the founder of The Engaging Teacher, she creates practical, teacher-built resources that help educators design lessons students actually want...
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Dr. Antoinette Davis - From Academia to Entrepreneurship
Dr. Antoinette Davis is an accomplished entrepreneur, educational consultant, mathematician, and educator with extensive experience supporting K–12 school districts and higher education institutions. With a strong academic foundation in mathematics, she has taught mathematics across multiple...
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Ingrid Stabb, MBA - The 9 Points of Potential
Strengths in Numbers™ guides and materials are developed by Ingrid Stabb, the leading expert in the enneagram, strengths and collaboration. She has been featured in The New York Times, Psychology Today, ABC View from the Bay and Wisdom 2.0. Co-author of The Career Within You (with the author of…
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Dr. Will - Welcome to Season 12
Before I get into who Dr. Will is, I want to introduce you to a life-changing course from Dr. Akilah Willery. The Midlife Educator's Job Search Blueprint is your personalized roadmap to navigating career transitions confidently. Whether you're seeking a leadership role in K12 education or…
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Dr. Scott McLeod - How to Transition to Higher Ed
A Professor of Educational Leadership, Scott McLeod, J.D., Ph.D., received the 2025 Excellence in Teaching Award for the entire University of Colorado Denver campus. Widely recognized as one of the nation’s leading experts on P-12 school leadership, deeper learning, technology, and innovation, he...
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Latasha James (@thelatashajames) - The Freelance Entrepreneur (re-edited and released)
Latasha James is a marketer, content creator, and coach. She's ditched the corporate grind to do meaningful work as a business owner. Today, she's lucky to help other talented humans do the same. Latasha teaches others to build freelancing businesses of their own through self-paced online…
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Dr. Akilah Willery - How to Create A Live Event
Dr. Akilah Willery is the founder of Melanated Midlife and a leading voice in helping midlife women of color redesign their careers, homes and lives with intention. She is an educator, strategist and storyteller who blends more than two decades of leadership in digital learning with a deep...
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Mike Parsley, "The Tech Dad" - The iPad as Your Computer
Michael Parsley is a project manager by day, a teacher by night, and a YouTuber in the off hours. His YouTube channel, Tech Dad, has grown from 0 subscribers to over 30,000 in just a year. His passion for education and technology drove him to start a YouTube channel about using the iPad…
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Eric and Melissa Broughton - How to Do Business
Co-Owner, Bookkeeping Department Lead, Accountant As founder of Busy Bee Advisors, Melissa Broughton brings a smile to every part of her work. Never one to miss the chance to laugh, she knows that a little humor can go a long way in educating and encouraging clients through complex, even...
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Jenelle McClenahen - How to Build an Edtech Start-Up
Jenelle McClenahen is the CEO & Founder of Symplifyed, a company born from her firsthand experience as a classroom educator. What began as a way to survive a chaotic year in her own classroom turned into a powerful system of intentional goal-setting and progress-monitoring that delivered...
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Angela Maiers - Redefining Success
Futurist. Innovator. Educator. Entrepreneur. Change Maker. Angela Maiers is on a relentless mission to disrupt the status quo and empower individuals everywhere to transform their own world—and the world around them. As the founder of the global movement Choose2Matter, Angela’s singular focus is…
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Dr. Amy Mathews-Perez - The Journey to Self
Texas-born & raised, Dr. Amy Mathews-Perez has recently retired from 34 years of working in public education where she served as a General Ed. Teacher, SLP, Diagnostician, SPED Supervisor, Principal, Assistant Principal and a Director of Special Education. While her journey of public-school…
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Viviana Vazquez - From Creating Lesson Plans to Creating Wealth
🚀 Passionate Growth Marketer | Financial Technology | Founder of First-Gen Wealth, LLC | MBA Candidate 🔍 Strategizing impactful content in the Financial Technology startup realm for over 6 years, leading dynamic teams of copywriters, agencies, while building brands and growing organic channels....
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Dr. Sonia Matthew, NBCT - Heart-Led
Dr. Sonia A. Matthew, NBCT Dr. Sonia Matthew, the 2025 Maryland’s National Outstanding Assistant Principal of the Year recognized by both the Maryland Association of Elementary School Principals (MAESP) and the National Association of Elementary School Principals (NAESP), brings 27 years of...
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Dr. Tina Flores, PMP - Talent Secrets
Dr. Tina Flores is a Talent Acquisition leader, strategic career advisor, and business aficionado. She helps businesses and individuals survive the hiring process, lead better, and achieve more through emotionally intelligent strategies. With nearly two decades of experience in Talent…
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Becky Keene - The Reluctant CEO
Becky Keene is an educator, author, and speaker focused on innovative teaching and learning. She specializes in instructional coaching, game-based learning, and integrating AI into education to empower students as creators. She has developed esports programs for schools and explores immersive...
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Jayme Braida - Embrace Your Narrative
Jayme Braida is the PK–2 Principal of a Southern Iowa elementary school, where she leads a building of 300 students. Recently, Jayme was recognized as the Iowa Elementary Principal of the Year and as a National Distinguished Principal. With 18 years of experience in education, 8 of those in...
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Coral Zayas, M.S. - Navigating Personal Development for Educators
Coral Zayas, M.S., is the author of Teaching K-5 Science with over 15 years of experience spanning K-12 STEM education, bilingual instruction, higher education, and teacher professional development. Throughout her career, she has served as a teacher, instructional coach, curriculum designer,...
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Katherine Goyette - The Entrepreneurial Educator
Katherine Goyette is an author, learner and educational leader who advocates for inclusive educational opportunities for all students within the communities they reside. She is co-author of The Complete EdTech Coach: An Organic Approach to Supporting Digital Learning. Katherine's second book,...
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Kristy Angelee - From Hustle to Harmony
Kristy Angelee is the Elite Single Mom Lifestyle Expert — a Reclamation Strategist, Motivational Speaker, Writer, and CEO of Angelee Vision Reclaim Co. Her platform reaches single moms of color across the nation, inspiring them to not only survive but to rise — in leadership, in legacy, and in...
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Kylie "The Virtuoso Educator" Elizabeth, M.A.Ed - Discover Your Magic
Kylie Elizabeth, M.A.Ed. is an experienced educator, consultant, and community advocate with over a decade of service in K-12 classrooms, school leadership, and state-level administration in Career and Technical Education. She is committed to cultivating sustainable learning environments that...
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Dr. Vernell Deslonde - How To Get This Shmoney Part 2
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...
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Dr. Vernell Deslonde - How To Get This Shmoney Part 1
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...
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Chip Baker - Turning Teaching Talents into Business Wins
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”...
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Michal Tapia - Cultivating Courage and Self-Belief
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…
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Casey Watts - The Clarity of Edupreneurship
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...
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ABOUT THIS SHOW
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.
HOSTED BY
Will Deyamport, III, Ed.D.
CATEGORIES
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