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Pretty Rich Teacher

Pretty Rich Teacher

Dr. Jazmyne Dionne 86 Episodes Jul 3, 2026

Welcome to the Pretty Rich Teacher podcast (formerly known as the Exit Plan) where Jazmyne shares exclusive tips to help women in education turn their teaching experience into six figure careers and beyond with confidence.

Episodes

088: How to be Swimming in Interviews + Job Offers this Summer Jul 3, 2026 00:39:57 If you're a teacher who keeps applying for jobs, getting silence back, and genuinely has no idea why, this episode is going to change that.In this episode, Jazmyne breaks down exactly what it takes to go from confused and stuck to landing interviews consistently, and what you need to stop doing immediately.When you listen to this episode, you'll walk away with:Why applying for any job and every jo
087: Teacher to Corporate: The Story Behind My Six-Figure Career Pivot Jun 26, 2026 01:01:40 If you're a teacher who has been quietly wondering if your years in the classroom could actually translate into a six figure corporate career, then this episode is your answer.In this episode, Jazmyne sits down with Adele, host of the Five for Two podcast, for a raw and honest conversation about what the transition from teaching to corporate actually looks like from the inside. From crying in her
086: The 5 Real Reasons Teachers Quit Their Transition Journey into Corporate Jun 19, 2026 00:29:06 If you're a teacher who started your transition journey, got excited, and then slowly stopped without ever saying the words "I quit" — this episode is going to hit close to home.Because most teachers who give up don't call it giving up. They just stop doing the things that would have gotten them out, build a story around the stopping, and convince themselves they never really wanted to leave in th
085: How to Leave a Career or Relationship That No Longer Serves You Jun 12, 2026 00:38:33 If you're a teacher who knows something in your life is no longer working, but you can't seem to make yourself leave, this episode is for you.Whether it's a career, a relationship, or a situation you've outgrown, leaving is rarely about logistics. Most of the time, it's about fear, identity, familiarity, and the stories we tell ourselves about what we're capable of handling.In this episode, I shar
084: Teacher Girlies, it's Time for a Pep Talk Jun 5, 2026 00:49:36 In this episode, Jazmyne gets into the real reason teachers who want to leave… aren't leaving. Not the job market. Not the timing. Not the money. You.She breaks down the five stories teachers tell themselves that are quietly keeping them stuck, and why the "how" has never actually been the problem.When you listen to this episode, you'll walk away with the following knowledge:The difference between
083: How Cassi Transitioned out of the Classroom and into EdTech Corporate May 29, 2026 00:40:55 Fifteen years in the classroom. And one day, it just wasn't enough anymore.In Episode 83, Jazmyne sits down with Cassi, a former elementary educator who walked away from a 15-year teaching career and landed an EdTech corporate role. Not because it was easy. Because she stopped waiting for permission to want more.This isn't a feel-good story about following your passion. It's a real conversation ab
082: Why You're Getting Interviews (and NOT Job Offers) Part TWO May 22, 2026 00:47:20 If you're a teacher who keeps getting interviews but still can’t seem to land the actual job offer, this episode is going to challenge the way you’re approaching your transition.In Part Two of this conversation, Jazmyne breaks down the deeper reasons teachers stay stuck in the interview cycle. Not because they aren’t qualified. But because they’re still showing up with the mindset, habits, and exp
081: Three Reasons to DIY your Career Transition vs Paying for Support May 15, 2026 00:35:46 If you're a teacher who keeps going back and forth between figuring it out alone or getting help with your career transition, this episode is going to give you clarity.In this episode, Jazmyne Dionne breaks down the real reasons why some teachers successfully DIY their transition out of the classroom and why others stay stuck for months or years trying to do everything alone.Jazmyne shares her own
080: Pretty, Paid, and in Tech: Customer Success Panel with Former Educators May 8, 2026 01:35:31 If you've ever wondered what life actually looks like after the classroom — not the highlight reel, the real version — this episode is it.For the second time ever, you get to witness former teachers who left the classroom for higher paying corporate roles, all in one setting. This time? It's Customer Success.This is a real, unfiltered conversation with women who made the leap into EdTtech Customer
079: Pretty, Paid, and in Tech: From Teaching to Six-Figure EdTech Sales Careers Panel May 1, 2026 01:25:48 If you're a teacher who feels like your entire identity is wrapped up in your job… this episode is going to hit home.For the first time EVER, you will get to witness teachers who left the classroom for higher paying roles in one setting!This is a real conversation with former teachers who made the leap into EdTech Sales corporate roles and are now living lives they didn’t think were possible while
078: How to Invest Thousands in your New Career on a Teacher Salary Apr 24, 2026 00:46:54 If you're a teacher who keeps saying “I don’t have the money” but still wants a higher paying career, this episode is going to challenge you in a real way.We’re talking about what it actually looks like to invest in your next chapter on a teacher salary. Not from pressure, but from truth. Because the real barrier is not always your bank account. It is how you think about money, risk, and your futu
077: The 7 Truths Transitioning Teachers Need to Hear to Leave the Classroom by August Apr 17, 2026 01:01:20 If you're a teacher who keeps saying you want to leave the classroom but nothing is actually changing, this episode is going to hit.In Episode 77, Jazmyne Dionne breaks down seven uncomfortable truths about why teachers stay stuck even when they know they want more. This is not a step-by-step episode. This is the real conversation about identity, fear, safety, and the patterns that keep you choosi

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