Podcast Episodes

063: The Top 10 Reasons Teacher Career Transitions FAIL and How to Succeed in 2026

If you’re a teacher who’s terrified of failing after leaving the classroom—or secretly worried that trying and not succeeding would be worse than sta…

9 months, 1 week ago

062: Five Ways to GUARANTEE a Successful Transition Into Corporate as a Teacher

If you’re a teacher who knows you want out of the classroom but feels stuck in uncertainty, fear, or overthinking—this episode is for you. If you kee…

9 months, 3 weeks ago

061: How to Create Your Exit Plan Into Corporate as a Teacher in Less Than 30 Days

If you’re a teacher who knows you can’t keep doing this but you also don’t know where to start this episode is for you.

In this episode of The Pretty …

9 months, 4 weeks ago

060: The Truth About Corporate Layoffs, Job Safety, and the Government Shutdown — What Transitioning Teachers Really Need to Know

In this episode of the Pretty Rich Teacher Podcast, we’re getting real about corporate layoffs, job safety, and the government shutdown — and what al…

10 months ago

059: Why You’re Getting Interviews (But Not Job Offers) And How to Fix It

In this episode of the Pretty Rich Teacher podcast, Jazmyne Dionne breaks down one of the biggest misunderstandings educators have when they’re trans…

10 months, 1 week ago

058: How Jada became a standout EdTech CSM candidate with only 4 years of teaching experience

In this week's episode, I’m sharing how Jada became a standout EdTech CSM candidate with only four years of teaching experience. Her story is a remin…

10 months, 2 weeks ago

057: Rich Teacher, P.O.U.R Teacher: The Mindset difference between being underpaid or paid well

In this episode, Jazmyne breaks down the REAL mindset keeping teachers underpaid, overlooked, and overwhelmed — and introduces P.O.U.R, the framework…

10 months, 3 weeks ago

056: How to Stop Being Ghosted by Recruiters as a Transitioning Teacher

If you’ve ever walked out of an interview feeling hopeful… only to hear nothing for days, weeks, or forever? This episode is going to change how you …

11 months ago

055: Rejection Sensitivity: What It Really Means for High-Achieving Teachers in Transition

In this episode, Jazmyne gets real about rejection sensitivity especially for high-achieving women navigating their career transition. If you’ve ever…

11 months, 2 weeks ago

054: The Scary Truth About Staying ‘One More Year’ (Why It Gets Harder, Not Easier)

In this episode, Jazmyne exposes the hard truth behind the phrase every burned-out teacher says: “I’ll just stay one more year.” She breaks down why …

1 year ago