Two Wacky Teacherpreneurs Tell All

What does a TPT product made by a third-year teacher in 2014 have in common with one made by a 15th-year veteran in 2026? More than you'd think — and less than you'd expect. In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess go all the way back to their very first TPT products and trace how they've grown as sellers over more than a decade — what they've chan...

TPT just launched a powerful new search analytics tool — and most sellers don't even know it's there. In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess open their TPT dashboards on screen and explore the new My Search Analytics feature together in real time, uncovering which keywords are actually driving traffic to their stores, which products are converting and whic...

Amanda hasn't posted on Instagram since September 2022. She still has 5,000 followers. She's still getting 70 views a month from people she's never met. So should she delete everything and start fresh — or can she bring it back from the dead? In this episode of Two Wacky Teacherpreneurs Tell All, Jess (who went through this exact process over the past six months) gives Amanda a full...

She actually did it. Amanda sold her house, got rid of nearly everything she owned, packed a cat into a tiny carrier (which went about as well as you'd imagine), and moved her family from the Bay Area to Uruguay on a one-way ticket.  In this episode of Two Wacky Teacherpreneurs Tell All, Amanda gives Jess — and the audience — the unfiltered, chaotic, very real update on what the first weeks o...

Jess went to TPT Forward 2026 in Las Vegas — and came back with a notebook full of takeaways, a renewed love for TPT, and intel that every seller needs to hear whether they were there or not. In this episode of Two Wacky Teacherpreneurs Tell All, Jess debriefs Amanda on everything: the sessions that blew her mind, the data TPT shared about what's actually driving (and killing) sales, the plat...

What if every TPT product you've ever made could also be a book? In this episode of Two Wacky Teacherpreneurs Tell All, Jess shares everything she learned from a published author in her sci-fi social club who created an entirely new genre of fiction, self-published it across multiple platforms, and built a business around it — and Amanda asks the questions every teacherpreneur is thinking: ho...

Jess said she might not go. She went to Germany for a month. She was worried she'd come back with a "weird disease." But Jess is officially going to TPT Forward 2026 — and in this episode of Two Wacky Teacherpreneurs Tell All, she and Amanda go through the entire 27-page conference guide, session by session, debating what's worth attending, what to skip, and how to make the mos...

TPT Forward 2026 takes place July 7–9 at the Las Vegas Hilton at Resorts World — and Jess lives in Las Vegas. So she's going, right? Maybe. In this episode of Two Wacky Teacherpreneurs Tell All, Jess and Amanda go through the entire TPT Forward 2026 conference guide session by session, debating which ones are worth attending, which ones sound like recycled advice, and whether the conference i...

Most people don't listen to full podcast episodes anymore — they watch the 10-second clip that got pulled from it. Welcome to the clip economy. In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess dive into one of the biggest shifts in content distribution right now and figure out what it means for teacherpreneurs who are creating long-form content but getting almost no trac...

You've built a course, a membership, or a year-long curriculum — but how do you actually get a school to pay for it? In Part 2 of the Selling to Schools series on Two Wacky Teacherpreneurs Tell All, Amanda screen-shares the actual one-pager she created to sell her Empowered English Classroom course to schools, and she and Jess break down what goes on it, why it works, and how teacherpreneurs...

What if instead of selling a $5 product to one teacher, you could sell a $10,000–$58,000 package to an entire school? In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess explore one of the biggest untapped opportunities for teacherpreneurs: selling professional development and curriculum directly to schools and school districts. Neither Amanda nor Jess is doing this full-time ri...

Every successful TPT seller Amanda and Jess have ever talked to credits the same thing for their success: their email list. Not their TPT store. Not their social media. Their email list. So why is it the one thing most teacherpreneurs never actually follow through on? In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess have a raw, numbers-on-the-table conversation about building...

What if you could do hours of market research in minutes — and actually get answers specific to your TPT niche? In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess test three powerful AI prompts live on screen using Claude to uncover exactly what middle and high school English teachers are buying, complaining about, and searching for on Teachers Pay Teachers right now. The resul...

A TPT seller posted one TikTok about test prep strategies — and made $200 in an hour instead of her usual $15 for the whole day. A teacher influencer made $900,000 in three years just filming her daily life. So should you drop everything and start posting on TikTok? In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess dig into the real numbers behind teacherpreneur TikTok success...

AI can generate a slideshow in two seconds, a video you can't tell from real life, and an email that sounds just like you. So what's the point of even trying anymore? In this episode of Two Wacky Teacherpreneurs Tell All, Amanda and Jess tackle the scarcity mindset head-on and share why the market isn't actually as saturated as it feels — and what teacherpreneurs can do right now to...

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...

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...

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&apo...

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, inc...

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...

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&...

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 years The reality of part-time teaching: working full-time hours for part-time pay Life after the classroom: more time for passion projects like podcasting How consistency in...

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 imp...

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 n...

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 entrepreneu...