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The Dr. Will Show Podcast

Will Deyamport, III, Ed.D.

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The Dr. Will Show is the business podcast for educators who want to live life on their own terms. Each week, I have no-fluff conversations with educators, entrepreneurs, authors, and changemakers who share their journeys, strategies, and real-world advice on success, personal growth, personal finance, and creating a life you get to live, not one you have to live. Whether you're working on yourself, your money mindset, building a business, or just figuring out your next move, The Dr. Will Sho ...
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The Go-To Podcast for Teachers Who Want to Start & Grow an Online Business From Home! Feeling too burnt out to even think about something new? Wondering if you have what it takes to start a TPT business (or beyond!) —especially when you’ve never seen yourself as ā€œentrepreneurialā€? Overwhelmed by the idea of setting up a store, choosing what to sell, and making it all look polished and professional? I’m so excited you’re here! This podcast will help you create extra income, build a flexible b ...
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Ready to get your teacher small business ideas into the hands of your perfect audience? Whether looking to up-level your teacher small business ideas on the side or going all in and building the teacher business of your dreams. The CEO TeacherĀ® Podcast is where you'll find step-by-step tips and strategies answering all your burning questions for getting more online sales with your teacher business, building a social media strategy that values connection, mindset shifts, and so much more… Eac ...
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If you’ve ever felt stressed watching your TPT sales go up and down, you’re not alone. Many teacher business owners are realizing that relying on TPT alone isn’t enough to build a sustainable income anymore — and that can feel discouraging when you’ve worked so hard to grow your store. In this bonus episode, we’ll talk about how to take back contro…
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Smart Ways to Bundle Your TPT Resources and Boost Your Sales Fast If you’ve ever felt like you have to keep creating new products to make new money, this episode will change how you see your TPT store. In today’s episode, we’re diving into smart ways to bundle your existing resources so you can increase your sales without burning out. You’ll learn …
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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 transformative student growth. Her work is driven by the deep…
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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 to help people realize their value and potential cont…
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Ever wondered how teacher sellers are pulling off those massive bundle sales? The ones that seem to bring in cash, grow their lists, and build instant credibility? In this episode, we’re walking step-by-step through how to host your own paid collaborative bundle — without the stress. You’ll learn how to: Pick the right theme and timing for your aud…
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šŸŽ§ The Secret Pattern That Tells You Exactly What to Promote in Your Emails If you ever sit down to plan your next email and think, ā€œI have no idea what to promote,ā€ this episode is for you. In today’s episode, we’re breaking down how to use your TPT sales data to plan exactly what to promote in your emails and social posts—without guessing or spinn…
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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 service has come to an end, she now puts energy, effort & …
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šŸš€ Passionate Growth Marketer | Financial Technology | Founder of First-Gen Wealth, LLC | MBA Candidate šŸ” 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. 🌱 Founder of OGP by First-Gen Wealth LLC, a brand reac…
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šŸŽ™ļøThe Easiest Way to Grow Your List Fast (No Ads, No Overwhelm) If growing your email list feels slow or complicated, this episode will make it feel easy again. I’m breaking down one of my favorite low-stress ways to grow your list — email collaborations. You’ll learn exactly how they work, why they’re so effective, and the two specific formats I’v…
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šŸŽ™ļøStart Your Email List Now: Why You Can’t Rely on TPT Alone (and What to Do Instead) Why waiting is costing you sales — and how to start simply Most teacher authors don’t think about building an email list until the day their sales dip, their social reach tanks, or TPT traffic slows down. By then, it’s obvious—you don’t actually own your audience.…
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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 experience in public education. Her career spans roles as …
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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 Acquisition, coachsulting prowess, and operational excellence, T…
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šŸŽ™ļø6 Income Streams Teachers Can Use Beyond TPT How to expand your income without starting from scratch Feel like all your eggs are in the TPT basket? In this episode, we’re breaking down eight other ways you can make money using the products, skills, and experience you already have. I’m sharing where I’ve personally experimented—like Classful, Made…
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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 learning through games. Becky speaks globally on AI in e…
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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 administration, Jayme is passionate about trauma-informed …
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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, college lecturer, program manager, and education policy f…
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šŸŽ™ļø From $3 to $30: Boost Your TPT Income with Product Lines Why creating related resources can multiply your revenue Tired of $3 TPT sales? In this episode, we’re diving into the strategy that can turn those small wins into bigger paydays: product lines and bundles. I’ll share how I went from making random, one-off resources to building intentional…
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How to Restore Balance in the Life of a Teacher If you've been feeling like life as a teacher has knocked you off your feet, like you're barely keeping it together between lesson plans, responsibilities at home, and the whispers of doubt, you're not alone. Whether you're in a hard season, feeling burned out, or wondering if there's more to this cal…
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šŸŽ™ļø Cycle Syncing for TPT Sellers: Boost Your Productivity by Working With Your Body Your energy isn’t broken—it’s just cyclical. Did you know your productivity as a TPT seller can follow a monthly rhythm? In this episode, I’m breaking down cycle syncing—a strategy that matches your business tasks to the natural ebb and flow of your energy. We’ll ta…
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How to navigate a teacher transition with confidence and clarity Stepping into a new season of life can feel disorienting—especially when you're facing a teacher transition that wasn't part of the original plan. Whether it's a personal shift like divorce, a professional one like leaving the classroom, or simply the realization that your life no lon…
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šŸŽ™ļø Stop Task-Switching: My Batching Method for TPT Sellers You’ve heard of batching before, but let’s be honest—most advice on it is either too rigid or too vague to actually help. In this episode, I’m sharing my take on batching so you can find the method that works for you. I’ll walk you through the three main ways I batch my work—by task, by top…
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Why Teachers Need a Fresh Start to Reignite Their Purpose If you've ever looked around your classroom and wondered, "Is this really the life I was meant to live?"—this episode is for you. We're diving into the emotional and psychological power of a fresh start, especially for teachers who feel stuck, stretched too thin, or just plain exhausted. Thi…
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šŸŽ™ļø How to Organize Your Time as a Full-Time Teacher and TPT Seller Are you teaching full-time, running a household, and trying to grow your TPT store—all at once? If you’ve been feeling stretched thin and wondering how on earth you can fit it all in, this episode is for you. I’m sharing exactly how I balanced my teaching job and my business without…
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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, History Matters in an AI Era: Interdisciplinary Approach…
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Business Ideas for a Teacher: Find Your Perfect Path with Real Educator Success Stories In this Hall of Fame episode of The CEO TeacherĀ® Podcast, we're taking a walk down memory lane to revisit one of the most-loved and most-inspiring conversations of all time. You'll hear from three incredible educators-turned-entrepreneurs who prove that finding …
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šŸŽ™ļø Why You Need to Micro-Niche Your TPT Store Feel like you’re shouting into the void on TPT? You’re posting resources, but your store still isn’t getting the attention—or sales—you hoped for? You might be too broad. In this episode, we’re breaking down how to niche down (even further) so your dream buyers can actually find you. You’ll learn what a…
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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 purpose. Through her holistic, faith-infused approach, …
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How TPT Teachers Are Building Profitable Online Businesses What does it really take for TPT teachers to build a thriving business? In this Hall of Fame episode of The CEO TeacherĀ® Podcast, we're diving into one of our most powerful themes—how real educators are growing successful online businesses by becoming TPT teachers. You'll hear from three in…
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šŸŽ™ļø Thinking About Starting a TPT Store? Make the Decision Already Should I start a TPT store? Should I launch this idea? Should I go all in? If you’ve been stuck in decision mode—spending more time thinking than doing—this episode is for you. We’re talking about why indecision feels safe but keeps you stuck, and how to finally make progress by choo…
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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 foster knowledge and build positive relationships among …
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A Mindset Shift for Teachers Who Want to Work Smarter Not Harder In this Hall of Fame re-release episode of The CEO TeacherĀ® Podcast, we're diving into the powerful mindset shifts and practical steps teachers can take to work smarter—not harder. If you've been taught your whole life that working more hours equals more success, this episode will cha…
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šŸŽ™ļø Building a TPT Business? The One-Year Rule That Changes Everything Feeling stuck in restart mode—jumping from one idea to the next? This episode is your permission slip to slow down, commit, and give your business the gift of time. Inspired by Julie & Julia, I share how one simple decision—to stick with one project for a full year—can completely…
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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 ā€œmaybeā€ to ā€œapproved.ā€ I created PitchEDU because I saw too many brilliant entrepreneurs missing out on district opportunities—not because their offers were…
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šŸŽ™ļø How to Start Your Teacher Business This Month (Without the Overwhelm) Episode Summary: If you’ve been telling yourself, ā€œOne day I’m going to start my teacher businessā€¦ā€ — this is the episode to make it happen. I’m sharing the exact steps I wish I’d taken when I first started, the biggest mistakes I see teachers make when launching their busines…
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Want to master content creation without the overwhelm? In this CEO TeacherĀ® Hall of Fame episode, I'm chatting with the amazing Jessica Stansberry to break down the best content creation tips for teachers. Whether you're building your brand on social media, creating digital products, or showing up on video or podcasts—this conversation will help yo…
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šŸŽ™ļø Building a TPT Business? Stop Chasing Every Strategy and Do This Instead Are you following everyone and making progress with no one? In this episode, we’re tackling shiny object syndrome—that constant pull to try the next course, podcast, or strategy because it might finally be ā€œthe answer.ā€ Here’s the problem: too many strategies = no strategy.…
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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 ā€œmaybeā€ to ā€œapproved.ā€ I created PitchEDU because I saw too many brilliant entrepreneurs missing out on district opportunities—not because their offers were…
  continue reading
 
Teachers 100k Salary Success Stories You'll Want to Hear Welcome to a special re-release episode from our CEO TeacherĀ® Hall of Fame Series—where we spotlight the most impactful and inspiring episodes that deserve a second (or third!) listen. Why? Because these stories continue to change lives—and they'll light a fire under your teacher biz goals, t…
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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 ā€œChip Baker - The Success Chroniclesā€ where he interviews people from all walks of life and…
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Copywriting Tips That Inspire Action—and Drive Sales In this episode of The CEO TeacherĀ® Podcast, I'm pulling back the curtain on the copywriting strategies that transformed my teacher business. From emotional triggers to proven templates, we're unpacking the secrets of copywriting that get results—without sounding salesy. Whether you're writing em…
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šŸŽ™ļø How We Can Use AI to Create TPT Resources Faster (and Better) AI can feel overwhelming—but it doesn’t have to be. In this episode, we’re talking about how teacher-authors can use AI tools in simple, effective ways to streamline the content creation process without losing their voice or values. From brainstorming new product ideas to writing pass…
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