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© 2026 Two Wacky Teacherpreneurs Tell All
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Jess and Amanda have been friends and teacherpreneurs for over ten years! They are excited to share their silly banter and business acumen with teachers who are looking to start a business and begin making recurring revenue online!
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Watch this Episode on Youtube! Don't forget to subscribe:) Is AI threatening your teacherpreneur business — or is it the biggest opportunity you've never had? In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess break down a viral Substack article from Risky Women and Anthropic's recent labor market report that reveals which jobs and businesses AI is disrupting the most — and why women-owned businesses are taking the hardest hit. If you've noticed your TPT sales dropping 20–...
TPT just rolled out a brand new Seller Discounts feature — and in this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess walk you through it in real time. They screen-share the new Discounts dashboard, activate every available discount type, and talk through how TPT sellers can use these tools to increase sales without slashing prices across their whole store. Here's what you'll learn in this episode: - Where to find the new TPT Seller Discounts feature (under Shop → Promotions ...
Jess and Amanda discuss major AI platforms for teacherpreneurs, focusing on ChatGPT versus Claude. Jess admits she used ChatGPT exclusively until Amanda introduced her to Claude about four to six months ago. Amanda explains that Claude is Anthropic’s large language model, led by CEO Dario Amodei (a former OpenAI employee), and describes Anthropic’s emphasis on ethics and user privacy settings, including an option not to let the company see chats. They discuss reports about a Pentagon/Departme...
Amanda Werner and Jessica Martin discuss their evolving views on AI, debating the ethics of using tools like Claude to create teacher resources and whether it’s acceptable to sell AI-assisted products on Teachers Pay Teachers. They describe earlier anti-AI concerns about uncredited “borrowing,” environmental impact, and threats to creative work, alongside current reliance on AI for heavy workloads, including generating 35-page weekly lesson plans that save significant time. Amanda shares she ...
This is Part 2 of our conversation about leaving the classroom. In this segment, Amanda and Jess shift gears to talk about building a sustainable business outside of TPT. Jess has been working with Claude AI to create a backup plan, and shares what that looks like - including the membership website idea she's been debating. They talk about pricing strategies, passive income myths, and why it's so hard to build a business while teaching full-time. Plus, Amanda shares her experience running a m...
In this episode Jess and Amanda discuss the experience of leaving the classroom for good! This is part one in a two part series about leaving the classroom. Amanda shares why she left teaching after working part-time for two yearsThe reality of part-time teaching: working full-time hours for part-time payLife after the classroom: more time for passion projects like podcastingHow consistency in content creation led to an unexpected opportunity with Adrian Martinca (Kids Dream Dreams Matt...
In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda share their personal processes for creating educational products, especially for the Teachers Pay Teachers (TPT) platform. They discuss their early approaches and how they've evolved to more efficient methods using templates and skeletons. The episode also touches on the potential of Artificial Intelligence (AI) to improve product titles, descriptions, and accommodate diverse learning needs. A 10-year-old 'Ultimate TPT...
In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda discuss the challenges teacherpreneurs face when they get used and exploited by business partners, clients, customers and friends. The conversation delves into personal experiences of feeling used, the importance of setting boundaries, and recognizing the signs of toxic relationships. Amanda also shares insights about how neurodivergent individuals might be more susceptible to exploitation. Tune in for real talk, perso...
In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda discuss crucial insights they wish they had known before entering business partnerships. They share personal anecdotes about the importance of having contracts, recognizing and avoiding being co-opted, understanding one's strengths and weaknesses, and building personal scaffolding to support oneself through entrepreneurial ventures. With conversational exchanges about their own business missteps and the emotional impac...
In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda discuss their experiences with social media collaborations, sharing personal stories of challenges, successes, and lessons learned. Jess opens up about being overwhelmed by popularity on platforms like Periscope and Instagram and dealing with failed collaborations, while Amanda reflects on misunderstandings and periods of awkwardness in their long-standing friendship. Together, they offer insights on identifying genuin...
In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda discuss a unique opportunity for teachers to join a professional development tour to Germany led by Jess! Message Jess if you want to talk to her about the details and or visit the website to learn more: Message Jess on Instagram Bookbag Tours in Germany They then dive into their business plans for the upcoming year, sharing insights on potential high-demand educational products for 2026. The hosts levera...
Watch This Episode on YouTube In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda explore the future of Teachers Pay Teachers (TPT) amidst the rise of AI technology. They discuss insights from a recent TPT seller survey conducted by the Terrific Teacher podcast, which reveals trends in sales and the possible impact of AI on TPT sellers. They delve into the growing role of AI in educational content creation, potential survival strategies for TPT sellers, and the importan...
Watch Us on Youtube In this episode of the 'Wacky Teacherpreneurs Tell All' Podcast, hosts Amanda Werner and Jess Martin discuss the ethical considerations of using AI chatbots in education and business. They delve into whether it's ethical to incorporate AI in creating educational products, noting how AI pulls content from existing sources without proper credit. The discussion covers the balance between utility and ethical responsibility, advocating for mindful and limited use of AI tools. T...
Watch Us on YouTube In this episode of 'Two Wacky Teacherpreneurs Tell All,' co-hosts discuss hot topics concerning the Teachers Pay Teachers (TPT) platform. They focus on ethical issues of selling politically charged content, the rise of AI-generated and spam stores on TPT, and the growing problem of product theft. They explore whether there should be regulations on what types of content can be sold and deliberate on the impact of AI-produced low-quality resources flooding the market. The h...
In this episode of The Wacky Teacherpreneurs Tell All Podcast, hosts Amanda Werner and Jessica Martin delve into neurodivergent tips for small business owners and teacherpreneurs. They discuss how embracing neurodivergence and accepting diagnoses have influenced their personal and professional lives. Amanda and Jessica share strategies that have helped them, including mindfulness, self-compassion, and having an experimental mindset. The episode also covers the challenges of handling feedback,...
Watch Us on YouTube In this episode of 'Two Wacky Teacherpreneurs Tell All', hosts Jess and Amanda explore the topic of neurodivergence and its impact on their personal and professional lives. They discuss various neurodivergent conditions, such as ADHD, autism, and social anxiety, and how these have influenced their business ventures and everyday activities. They also highlight the strengths and challenges of being neurodivergent entrepreneurs, sharing personal anecdotes and insights. The ep...
Watch Us on YouTube In this episode of 'Two Wacky Teacher Entrepreneurs Tell All,' hosts Amanda Werner and Jess Martin dive into what it means to be a 'wacky teacherpreneur'. They describe wacky teacherpreneurs as creative and hardworking, often feeling like the odd ones out in their professional and social circles. The hosts discuss the value of forming an accountability community, especially for those who have trouble with accountability and consistency. Amanda and Jess promote their new ac...
After a two year hiatus, Wacky Teacherpreneurs is BACK! In this brand new episode of the Wacky Teacherpreneurs podcast, hosts Jess and Amanda discuss their two-year hiatus, including the challenges they faced such as burnout, health issues, and getting sidetracked by other projects. They explain why they've decided to return and share goals of creating a new supportive community on Patreon for other teacherpreneurs. Jess reveals a significant mistake in her business that led to substan...
In this podcast episode, Amanda and Jess discuss their experiences with grief, trauma, and burnout, and how these experiences have impacted their businesses. They share personal stories and strategies for navigating these challenging situations. They emphasize the importance of community support, self-care, and maintaining a balance between personal life and business. They also discuss the societal pressure to hide grief and the need for more open expression of emotions. The episode highlight...
In this podcast episode, Amanda and Jess discuss the value and importance of empowering teacher authors and the curriculum and resources they create. They address the skepticism and questioning that teacher authors often face and emphasize the positive impact their resources have on students and teachers worldwide. They also discuss the challenges and negative impact of canned curriculum in schools, highlighting the lack of teacher autonomy and student engagement. The episode concludes with a...
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