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The Dr. Will Show Podcast

Will Deyamport, III, Ed.D.

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Welcome to The Dr. Will Show Podcast, The Mobile University for Edupreneurs. This is the go-to business podcast for educators to learn how to turn their teacher skills into dollar bills. Each episode I Zoom in an educator, an author, speaker, or consultant. Together, we'll explore their triumphs, challenges, and strategies for building a thriving education business.
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The Routine Your Dream podcast (@routineyourdreampodcast) is created for teacher sellers who create and sell their teaching resources online for additional income on sites like TeachersPayTeachers (TpT) or Kajabi. This elementary teacher turned business coach for teacher sellers is spilling her secrets and sharing the exact high-performance habits and online marketing strategies that will help YOU routine your dream of becoming a successful teacher seller.
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Welcome to the Digital Product Mama podcast. I’m your host, Lindsay Bowden: a mama of 2, Jesus follower, former high school math teacher turned full-time online biz owner. In 2019, I was pregnant and desperate to stay home with my baby for longer than my 6 week maternity leave. That’s when I made the decision that changed everything: I used my knowledge and skills to create and sell my own digital products. Those digital products allowed me to quit my teaching job, work less than 20 hours a ...
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Teachers don't make a lot of money... But if we're smart, we can use the skills we learned to teach students to teach teachers! On this podcast, we will talk all about how to sell your resources on Teachers Pay Teachers, and create a whole business that is thriving-- so that you can thrive whether you decide to be inside or outside of the classroom. I can't wait to talk all things goals, planning strategy, marketing, and more!
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The Teacher Biz Podcast

Heather O’Donnell

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Hey there! Welcome to The Teacher Biz Podcast with Heather O’Donnell. Each week, Heather shares strategies she’s used in her own online business to replace her teacher income (several times over) while working just 25 hours a week. Learn how a profitable teacher biz actually works (psst… we’re not throwing up resources on TPT) and how to get started without falling into the most common pitfalls and time wasters in the online business world. Through a mix of interviews and solo episodes, you’ ...
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Before I get into who Dr. Darrin 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 exploring new paths beyond the classroom, this beginner-fr…
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Curious about coaching? Learn more at routineyourdream.com/privatebusinesscoaching Welcome to a special milestone episode of the Routine Your Dream Podcast! Today, Chynell reflects on her five-year journey as a business coach for TPT sellers. From early beginnings in high school, where her passion for marketing was born to her impactful years in te…
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Building a New Business from Scratch: My Secret Summer Project In this episode, Lindsay is joined by her business manager, Emily, for a deep dive into their secret summer project. They each started a brand new business from scratch to see if it's still possible to sell digital products in today’s saturated online marketplace. Spoiler alert: They ha…
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Heather shares an in-depth look at the financial outcomes and experiences from hosting her first virtual summit - The Engaging Early Learning Summit. While her goal was to hit 10,000 sign-ups, she ended up with 5,233 (and learned some valuable lessons along the way!). Hear what worked, what didn’t (like those tricky Facebook ads), and how she still…
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Big Changes, Exciting Updates, and How I Can Help You Create and Sell Digital Products In this episode, we're diving into all the exciting updates and changes happening in my business! From a new podcast name to streamlined offers, this episode is your go-to guide for understanding how I can help you create and sell digital products, no matter wher…
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The Engaging Early Learning Summit is officially underway! Get behind-the-scenes insight as Heather shares her experiences of launching her very first virtual summit. She discusses the challenges and triumphs of organizing the event, the strategies she used to attract speakers and attendees, and the benefits the summit brings to her business and co…
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Creating and Selling Teacher Resources Successfully! In this episode, we're diving deep into how to build a successful TPT store and sharing insider tips that have helped countless educators turn their passion into a thriving business. If you're a teacher looking to create and sell your resources, this episode is packed with actionable steps to hel…
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Curious if Amy Porterfield’s online course, Digital Course Academy, is the next step for your business? Heather shares her reasoning for joining DCA (to overcome her fear of webinars!) and how it gave her the confidence to go from scared to making $24K from one launch! Learn the benefits of using webinars as an advanced sales strategy, the comfort …
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How to Create Profitable Teacher Resources on Teachers Pay Teachers Are you a teacher, homeschool mom, or someone interested in selling educational resources? This episode is for you! In this episode, Lindsay shares her inspiring journey of creating and selling teacher resources on Teachers Pay Teachers (TPT), a side hustle that allowed her to repl…
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Heather introduces a simple, free, and effective strategy for building an email list that doesn't require paid ads or extensive content creation. This tactic focuses on leveraging the power of networking within the online business space to exchange freebies with like-minded business owners. Learn how the freebie swap works and how to go about findi…
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Lauren Kaufman’s passion is to empower teachers to lead and develop lifelong-literacy practices in all learners. She’s currently serving as a district leader in Long Island, NY, has served as an assistant principal, classroom teacher, elementary and middle school literacy specialist, instructional coach, and mentor coordinator K-12. Lauren has led …
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From Side Hustle to Full-Time Income: How Lauren Left the Classroom with a Thriving TPT Business In this episode, Lindsay chats with longtime virtual friend Lauren, a former math teacher who transformed her side hustle on Teachers Pay Teachers (TPT) into a life-changing business, earning a full time income selling teacher resources. Lauren shares h…
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Imagine spending months creating a digital course, only to see it sit with zero sales. This can be disappointing and financially draining. The good news is that there's a smarter way to go about it! Heather shares a strategy to ensure that your digital course has customers before you create it, by pre-selling the course. The process involves outlin…
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Before I get into who Dr. Brandi Kelly 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 exploring new paths beyond the classroom, this begin…
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How to Beat Imposter Syndrome and Take Bold Action in Your Business In this episode, we're diving deep into a topic that every entrepreneur faces at some point—imposter syndrome. While it might not be everyone's favorite subject, it’s a crucial one, and today, we're breaking it down in a way that’s both practical and motivating. Lindsay shares her …
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Tracey Albrecht started Soapbox Studio in 1997 to offer high-quality graphic design services to the local community businesses in a physical studio in the suburbs of Chicago. Today, any business owner, regardless of location, can access their high-quality graphic design services. The small but highly skilled team, with a combined experience of 50 y…
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How to Engage Students and Thrive as a Teacherpreneur Welcome back to another inspiring episode of the Digital Product Mama podcast! In this episode, I’m sitting down with Johanna Kuiper, a passionate middle school math teacher by day and a thriving entrepreneur by night. Johanna shares her journey from struggling to engage students in her Title 1 …
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Heather addresses a common mistake that many new online business owners make - the mismanagement of their time. They end up running in circles, trying to do all of the things they don't even need to be doing yet. Don’t let this be you! In this episode, Heather outlines a step-by-step strategy for effectively managing time in the early stages of bus…
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3 Must-Have Automated Funnels to Skyrocket Your Digital Product Sales! In this episode, we're diving into the three automated funnels to try in your business to effectively sell your digital products on autopilot! Whether you're offering a low-ticket item or looking to grow your sales consistently, these funnels will help you convert leads into pay…
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Managing a small business while feeling under the weather is no easy feat! Learn how to adjust, pivot, and keep your business running smoothly even while taking time off. Heather shares how she was able to take the past week off while battling Covid, thanks to her small team and effective planning. The cool part…despite being sick, her business con…
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Ray'Chel Wilson is an educator turned entrepreneur who was recently recognized as the 2024 U.S. Small Business Administration Young Entrepreneur of the Year for the state of Oklahoma. As a Teach for America alumna, the challenges faced by Ray'Chel's scholars inspired her to become a Certified Financial Education Instructor and author the "Black Wea…
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Dr. Kendrah Underwood is a Global Education Consultant and the founder of Level Up Education Consultancy. Her education philosophy is grounded in the 6 E's—Equity and Excellence in Education for Every Child, Every Chance, Every Day. Her inspiration to start her own education business stemmed from a deep passion for equity in education and a desire …
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In this episode, we are discussing the secrets to creating a successful low-ticket digital product that can bring in 4 figures! Whether you're new to digital products or looking to streamline your existing process, this episode breaks down the NAPS framework—niche, audience, product, and selling. Listen to discover how to create your own 4-figure d…
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Looking to make the most of your summer while still staying on top of work? Heather shares her experience of adopting a two-day workweek this summer, balancing work and family life. Discover the five key strategies that have enabled her to work less yet still achieve her goals without unnecessary delays or stress. From placing big projects in other…
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Welcome back to the Digital Product Mama podcast! We are thrilled to kick off season 2 of the Digital Product Mama podcast with a brand new name and an exciting new direction! Formerly known as the Course Creation Mama podcast, we’re expanding our horizons to bring you the best tips and strategies for all kinds of small ticket digital products. In …
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Kati Kiefer’s blog, TrueMoneySaver.com, helps families pay off debt without feeling deprived. She and her husband paid off $60,000 of debt in 3 years while homeschooling their four children and living on one income. She’s on a mission to empower moms to manage their finances effectively, teach families to live abundantly regardless of their income …
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Meagan Bukowski went from engineer to college instructor to now a multi-six figure online business owner, as well as a homeschool mom to her two kids. She is on a mission to help new entrepreneurs figure out the tech needed to make money online! Meagan gives advice for overcoming hesitations with technology as a new business owner. She dives into t…
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Eric works with schools worldwide, helping educators meet and exceed their potential to improve learner outcomes. He is the founder and CEO of Aspire Change EDU, a collaborative consultancy designed to provide personalized support to all educational systems. Before this, he was a teacher and the award-winning Principal at New Milford High School. U…
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20+ year teacher and leader, fulfilling multiple leadership positions to improve student learning outcomes, peer and professional mentoring, and excellent instruction. I am a teacher leader, a mentor, a life-long learner, and a passionate student advocate. I have significant expertise in collaborative coordination and facilitation of professional d…
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If you've been around here a while, you're likely aware of the importance of building an email list and using a freebie to incentivize people to join. But you might be wondering how to actually create a freebie and get it out into the world. In this episode, Heather walks you through the step-by-step process of creating and launching a new freebie.…
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Who is going to purchase a product from me? Why am I putting myself out there like this? I am just a fraud. Imposter syndrome is real, but so is your ability to overcome it! In this episode, Heather addresses the common feelings of imposter syndrome when starting a business. She offers strategies to overcome self-doubt, emphasizing the importance o…
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Before I get into who Starr Sackstein 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 exploring new paths beyond the classroom, this beginn…
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Linda Kardamis taught middle school math before being led to become the founder of Teach 4 the Heart - a website centered on providing practical advice, encouragement, and support for Christian teachers. As part of her calling to uplift educators everywhere, Linda has written three books: Create Your Dream Classroom, Take Heart & Teach, and Teach U…
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By now you’re probably aware that building and nurturing an email list is important for the growth and stability of your online business. But what should you actually be sending to your email list? In this episode, Heather gives advice on what to email your audience, including sharing stories, offering tips, and providing free resources. She also t…
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Before I get into who Breana Jacques and Shannon Finnegan are, 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 exploring new paths beyond the c…
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Ready to turn your teacher biz into a profitable venture? Hit play and learn the four main ways to monetize an online business! From paid ads and sponsorships to affiliate marketing and creating your own products, Heather breaks down each option and gives the pros and cons on their effectiveness. Pulling from her own experiences, she also shares wh…
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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 exploring new paths beyond the classroom, this beginner-frie…
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Before I get into who Dr. Andrea 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 exploring new paths beyond the classroom, this beginner-fr…
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Laura Kebart leverages her 20+ years of classroom teaching experience and instructional coaching systems to serve busy middle school English Language Arts Teachers through her online presence at languageartsteachers.com. Through her educational consulting, realistic instructional strategies, hands-on workshops, and back-to-school MSELA Summit each …
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Before I get into who Alicia 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 exploring new paths beyond the classroom, this beginner-friend…
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Before I get into who Ashley Starwood 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 exploring new paths beyond the classroom, this beginn…
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Tammy Overhoff, a seasoned food blogger and digital product expert, began her journey in 2011 with the Organize Yourself Skinny blog. Since then, she has empowered busy women with the tools and knowledge to lead healthier lives through eBooks, digital guides, and courses. In 2023, she expanded her business by creating Reset & Flourish, a brand that…
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Before I get into who Dr. Kesslyn 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 exploring new paths beyond the classroom, this beginner-f…
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Summer break is the perfect time to finally start your teacher biz! Get ready to kickstart your business journey with these four actionable strategies. From scheduling dedicated work time to joining a community, this episode provides a roadmap for turning your teaching expertise into an online business. Learn how to schedule your time effectively, …
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Before I get into who Dr. Toy Watts 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 exploring new paths beyond the classroom, this beginner…
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In this episode, Lindsay answers the question: are online courses still selling in 2024? She shares her findings from recent market research. While large courses still succeed in niche areas or for established creators, she observes a growing trend towards smaller, more manageable digital products like mini-courses, e-books, and paid workshops. The…
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Juggling work and personal life can be quite the circus act! However, Heather has found a few tricks that can really help in managing the chaos. She shares her experience of balancing work and family obligations, and provides tips for strategically allocating your time and tasks. Learn how to prioritize high brain power work, batch tasks for effici…
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Before, I get into who Dr. Melanie Wells 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 exploring new paths beyond the classroom, this beg…
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Before, I get into who Wendy Turner, M.Ed. 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 exploring new paths beyond the classroom, this b…
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In this episode, Lindsay, a former teacher, discusses various ways teachers can make money online, with a focus on selling educational resources on Teachers Pay Teachers (TPT). She shares her own journey of transitioning from a classroom teacher to building a successful online business through TPT, detailing how she created and marketed her resourc…
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