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Pretty Rich Teacher

Pretty Rich Teacher

Dr. Jazmyne Dionne 86 Episodes Aug 21, 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

095: Teachers, Let’s Talk About Money: The Money Conversation ALL Educators Need to Hear.
095: Teachers, Let’s Talk About Money: The Money Conversation ALL Educators Need to Hear. Aug 21, 2026 01:03:35 If you're a teacher who wants to make $100K beyond the classroom but feels like money is something you were never taught to understand, this episode is for you.In Episode 95, Jazmyne sits down with her money coach, Aqura, for the conversation every teacher needs to hear about money, income, and what it actually takes to create more financial options.This is not just about making more money. It's a
094: You Don’t Have to Wait for Life to Get Easier to Leave the Classroom | Keysha’s 4 Month Edtech Transition Story
094: You Don’t Have to Wait for Life to Get Easier to Leave the Classroom | Keysha’s 4 Month Edtech Transition Story Aug 14, 2026 01:48:41 If you're a teacher who keeps telling yourself, “I’ll leave when life calms down,” this episode is for you.In this episode, Keysha is sharing her incredible 4-month transition from the classroom into an EdTech role. What makes her story so powerful is not that everything was easy. It’s that she decided to move forward before life felt perfectly organized, perfectly certain, or perfectly timed.This
093: The 4 Reasons Teachers Aren’t Using Their Experience to Make $100K
093: The 4 Reasons Teachers Aren’t Using Their Experience to Make $100K Aug 7, 2026 00:31:15 If you're a teacher who knows you're capable of more but can't figure out what's keeping you stuck, this episode is for you.You may think you need a better resume or more experience. But what if that's not the real reason you haven't landed the career you want?In this episode, I'm sharing the four biggest blockers I see keeping teachers from turning their experience into six figure opportunities.I
092: How to beat the back to school blues 4 steps to creating a pretty rich exit plan that actually works
092: How to beat the back to school blues 4 steps to creating a pretty rich exit plan that actually works Jul 31, 2026 00:50:29 If you're a teacher walking back into the classroom wondering why you're still there, this one's for you.Back-to-school season makes you question yourself — maybe you promised this would be your last August, maybe you feel guilty for not having a corporate offer yet, or maybe you're excited to meet your students but still know you don't want another year in education. Both can be true.In this epis
091: How Caylin DIY-ed Her Teacher Exit Into EdTech in Less Than 4 Months as a Single Mom
091: How Caylin DIY-ed Her Teacher Exit Into EdTech in Less Than 4 Months as a Single Mom Jul 24, 2026 00:48:27 If you're a teacher who feels like you're missing the moments that matter most because your career is taking everything you've got, this episode is for you.This week, I'm joined by Caylin, a former middle school science teacher and single mom who transitioned into EdTech in less than four months using the DIY Exit Plan.Caylin shares the mindset shifts that changed everything, how she navigated bur
090: Putting Herself First: From Assistant Principal to Customer Success
090: Putting Herself First: From Assistant Principal to Customer Success Jul 16, 2026 00:57:51 If you're a teacher who feels like you've spent so much time taking care of everyone else that you've forgotten what you want, this episode is for you.In this episode, Jazmyne talks with Amber, a former assistant principal who left education for a fully remote Customer Success Manager role. Amber shares what led her to make the leap, how she navigated the transition while raising a family, and the
089: How Lauren Got Six Figures, Lost 15 Pounds, and Started a Business in 90 Days
089: How Lauren Got Six Figures, Lost 15 Pounds, and Started a Business in 90 Days Jul 10, 2026 00:44:26 If you're a teacher who has been watching from the sidelines, consuming every piece of content, trying to DIY your way out of the classroom, and still stuck in the first round of interviews going nowhere — this episode is going to show you exactly what happens when you finally stop waiting and go all in.This is a real conversation with a former middle school teacher who went from not knowing who s
088: How to be Swimming in Interviews + Job Offers this Summer
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
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
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
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
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

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