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PODCAST

Two Wacky Teacherpreneurs Tell All

Jessica Martin & Amanda Werner

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!

business entrepreneurship

All Episodes

18:45

When to Pivot Your Teacherpreneur Business (and When...

Two Wacky Teacherpreneurs Tell All ·

2026/04/17

Should you pivot your teacherpreneur business — or are you just chasing the next shiny object? In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess have an honest conversation about every major pivot they've made in their teacher businesses — what worked, what flopped, and what they wish they'd done differently. From starting on TPT to launching blogs, memberships, web design services, webinars, and podcasts, Amanda and Jess have tried it all. They share the real reasons be...

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25:00

Is AI Killing Women-Owned Businesses? What...

Two Wacky Teacherpreneurs Tell All ·

2026/04/10

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–...

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14:41

TPT Seller Discounts: How to Use the New Discount...

Two Wacky Teacherpreneurs Tell All ·

2026/04/03

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 ...

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24:02

ChatGPT vs. Claude: Ethics, Privacy, and Which AI...

Two Wacky Teacherpreneurs Tell All ·

2026/03/27

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...

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38:53

The Ethics of Using AI to Create and Sell Classroom...

Two Wacky Teacherpreneurs Tell All ·

2026/03/20

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 ...

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23:27

Full Time Freedom? Part II

Two Wacky Teacherpreneurs Tell All ·

2026/03/13

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...

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24:01

Full-Time Freedom? Why Amanda Left the Classroom...

Two Wacky Teacherpreneurs Tell All ·

2026/03/06

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...

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28:35

TpT Product Creation Strategies for Teacherpreneur...

Two Wacky Teacherpreneurs Tell All ·

2026/02/20

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...

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22:51

Are you being used in your business?

Two Wacky Teacherpreneurs Tell All ·

2026/02/13

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...

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21:49

How to Not Get Burned When Collaborating with Other...

Two Wacky Teacherpreneurs Tell All ·

2026/02/06

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...

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21:49

Our Wildest Social Media and Biz Collaborations...

Two Wacky Teacherpreneurs Tell All ·

2026/01/30

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...

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19:37

57. How to Avoid the Cringe Factor When Selling

Two Wacky Teacherpreneurs Tell All ·

2026/01/23

In this episode of Two Wacky Teacherpreneurs Tell All podcast, hosts Jess and Amanda dive into the challenges of marketing without being cringey. They discuss their personal experiences with feeling cringey in marketing efforts, with Jess sharing a detailed story about her woodworking business and its fluctuating success. The discussion explores the fine line between authentic self-promotion and desperate sales tactics, emphasizing relationship-building and genuine engagement. They also highl...

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41:19

56. A Special 2026 New Year Psychic Archetypal/Tarot...

Two Wacky Teacherpreneurs Tell All ·

2026/01/16

Watch this episode on Youtube! In this lively and humorous episode, Jess and Amanda from the Wacky Teacherpreneur Podcast engage in a whimsical New Year's themed session, filled with archetypal readings, tarot insights, and reflections. Amanda sets the stage with playful psychic props like candles and holistic sprays, while Jess delves into tarot readings to explore Amanda's impending move to Uruguay. The duo also share comical and thoughtful moments around meditation, predictions, and ...

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23:07

55. Wtf are teachers buying in 2026?!?

Two Wacky Teacherpreneurs Tell All ·

2026/01/09

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...

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22:03

54. Navigating an Adult Autism Diagnosis

Two Wacky Teacherpreneurs Tell All ·

2026/01/02

Send us a text Watch This Episode On YouTube In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda delve into the process and implications of receiving an autism diagnosis later in life. Amanda shares her personal journey of being diagnosed with autism, ADHD, OCD, and chronic pain, and discusses the impact of these neurodivergent conditions on her life and career. Jess opens up about her sensory sensitivities and the challenges she's faced, contemplating the value of a fo...

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24:54

53. Amanda is Autistic (and ADHD)! aka Audhd

Two Wacky Teacherpreneurs Tell All ·

2025/12/26

Send us a text Watch This Episode on Youtube In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda discuss Amanda's recent autism diagnosis and its implications. Amanda shares her emotional journey and the significance of understanding neurodivergence. The conversation explores strategies for supporting neurodivergent students in educational settings, including the innovative use of AI tools like Claude for lesson differentiation. The episode also touches on societal perc...

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17:29

52. Making Passive Income When You Have No Time...Is...

Two Wacky Teacherpreneurs Tell All ·

2025/12/19

Send us a text In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda delve into the challenges and strategies of balancing a busy teaching schedule with building a Teachers Pay Teachers (TPT) store. They share personal stories about the sacrifices they've made, including giving up sleep and personal time, to develop a successful passive income stream. The episode also explores various productivity methods, like body doubling and integrating work into daily routines, to he...

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23:09

51. Facing an Uncertain Future: Teacherpreneur...

Two Wacky Teacherpreneurs Tell All ·

2025/12/12

Send us a text In this episode of the Wacky Teacherpreneur Podcast, hosts Jess and Amanda explore the hypothetical scenario of Teachers Pay Teachers (TPT) collapsing due to the rise of AI and other market shifts. They discuss strategies for teacherpreneurs to diversify and future-proof their businesses. The conversation includes insights on the importance of pivoting, the relevance of having a website, the potential of email marketing, consulting, bundling products, and leveraging social medi...

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20:12

50. Is AI the End of Teachers Pay Teachers?

Two Wacky Teacherpreneurs Tell All ·

2025/12/05

Send us a text 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, a...

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25:30

49. The Ethics of AI for Teacherpreneurs

Two Wacky Teacherpreneurs Tell All ·

2025/11/21

Send us a text 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...

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24 results

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