When to Pivot Your Teacherpreneur Business (and When to Stay the Course)

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 behind each pivot (spoiler: most of them started because someone else said they should), what they'd go back and change if they could, and why the ability to pivot might actually be your biggest asset right now as AI reshapes the teacherpreneur landscape.In this episode, you'll learn:- Why Amanda has pivoted her business so many times — and the one pivot she's genuinely glad she made- The pivot both Amanda and Jess regret most: not going all-in on TPT product creation during the 2020–2022 digital product boom- How "shiny object syndrome" shows up differently for neurodivergent entrepreneurs and AuDHD business owners- Why Jess's blog getting hacked and held for ransom taught her a hard lesson about owning your platform- How AI is forcing even massive companies like Grammarly, WordPress, and Squarespace to pivot — and what that means for small teacherpreneur businesses- Jess's latest pivot idea: physical bookmark products suggested by Claude, sold on both TPT and through a membership- Amanda's take on building websites with Claude Code and GitHub instead of WordPress or Squarespace- Why sitting in the "pivot zone" for a few months and thinking it through beats making snap decisions — even when you're someone who loves to just go for itMentioned in this episode:- Hard Fork podcast (New York Times) — the Grammarly story about using writers' likenesses without permission- Claude by Anthropic — for brainstorming business ideas and product strategy- TPT (Teachers Pay Teachers)Watch this episode on YouTube to see Amanda's Montevideo, Uruguay background and Jess bouncing around the screen thanks to Zoom's latest "feature."Subscribe and leave a five-star review — and remember, if you share this podcast with 10 other people, you'll have good luck forever.