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Pretty Rich Teacher

Pretty Rich Teacher

Dr. Jazmyne Dionne · Jazmyne Dionne

81 episodesEN

Show overview

Pretty Rich Teacher has been publishing since 2024, and across the 2 years since has built a catalogue of 81 episodes. That works out to roughly 60 hours of audio in total. Releases follow a weekly cadence.

Episodes typically run thirty-five to sixty minutes — most land between 34 min and 53 min — though episode length varies meaningfully from one episode to the next. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Business show.

The show is actively publishing — the most recent episode landed yesterday, with 19 episodes already out so far this year. The busiest year was 2025, with 59 episodes published. Published by Jazmyne Dionne.

Episodes
81
Running
2024–2026 · 2y
Median length
41 min
Cadence
Weekly

From the publisher

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.

Latest Episodes

View all 81 episodes

081: Three Reasons to DIY your Career Transition vs Paying for Support

May 15, 202635 min

080: Pretty, Paid, and in Tech: Customer Success Panel with Former Educators

May 8, 20261h 35m

079: Pretty, Paid, and in Tech: From Teaching to Six-Figure EdTech Sales Careers Panel

May 1, 20261h 25m

078: How to Invest Thousands in your New Career on a Teacher Salary

Apr 24, 202646 min

077: The 7 Truths Transitioning Teachers Need to Hear to Leave the Classroom by August

Apr 17, 20261h 1m

076: How to Know If You Would Be a Good Fit for EdTech Customer Success or Sales as a Transitioning Teacher

If you're a teacher who knows you want to leave the classroom but feels stuck choosing between EdTech customer success or sales, this episode will help you get clear.In this episode, we break down the real difference between these two career paths so you can decide which one actually fits you. Not just what sounds good, but what aligns with how you like to work, communicate, and solve problems.You’ll hear what each role looks like day to day, how they overlap, and what kind of person tends to thrive in each.When you listen to this episode, you’ll walk away with:Clarity on whether customer success or sales is the better fit for youA deeper understanding of how each role actually functionsConfidence in choosing a direction instead of staying stuck between bothInsight into how your personality and preferences impact your successRelief from feeling like you have to pick blindlyA clearer sense of what your next step should beYou shouldn't guess your way into your next career. You need to understand it well enough to choose it.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Apr 10, 202640 min

075: What Roles You’re Actually Qualified for as a Teacher & How to Use Your Education Degree in Corporate

If you're a teacher who is wondering whether you would actually be a good fit to transition into corporate roles using your teaching background, this episode is for you.This episode is not about convincing you to leave. It is about helping you understand if this path makes sense for you and what it actually takes to succeed once you get there.When you listen to this episode, you’ll walk away with:A grounded understanding that your degree already qualifies you for corporate opportunitiesA shift from random job applying to a strategic career transition planA deeper belief that you are capable of succeeding outside the classroomA more honest way to approach burnout without ignoring it or rushing decisionsThe perspective that investing in yourself is part of building a different futureThis is about making a decision from clarity, not exhaustion.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Apr 3, 202658 min

074: 5 Reasons to not Feel Bad About Leaving your Teaching Career

If you're a teacher who feels guilty even thinking about leaving the classroom, this episode is going to challenge that belief in a real and honest way.In this episode, Jazmyne Dionne breaks down why so many teachers feel stuck between burnout and guilt. She reframes what it actually means to leave teaching and why it is not something you need to apologize for. Through a powerful comparison and grounded truth, you will start to see your situation with more clarity and less shame.When you listen to this episode, you’ll walk away with:A sense of relief around wanting something different for your lifePermission to stop over-explaining your desire to leaveClarity that your impact does not end when you leave the classroomConfidence that choosing yourself is not selfishA shift in how you view your career and your optionsYou have already given so much. This episode will help you see what it looks like to give something back to yourself.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Mar 27, 202625 min

073: How to Decide if you Should RENEW your Teaching Contract

If you're a teacher who is staring at your contract and feeling stuck between fear and possibility, this episode is for you.In this episode, Jazmyne Dionne walks you through how to actually make the decision to renew your teaching contract or not. Not from panic. Not from pressure. But from strategy, clarity, and self-trust. This is about understanding what the decision really means, and how to move in a way that protects your future.When you listen to this episode, you’ll walk away with:A grounded way to think about your contract decision without spiralingA mindset shift that helps you stop making decisions from fearA simple way to build belief in your ability to transition out of teachingA deeper understanding of why support and accountability change everythingConfidence to move at your own pace instead of rushing or forcing a timelineYou do not need to have everything figured out today. You just need to make your next decision from a place of clarity instead of fear. This episode will help you do exactly that.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Mar 20, 202633 min

072: How to ACE your Corporate Interviews in 2026 as a Transitioning Teacher

If you're a teacher who is getting corporate interviews but not getting the offer, this episode is for you.The truth is simple. Most teachers are not struggling with getting interviews. They are struggling with how they interview.In this episode, Jazmyne Dionne breaks down the exact strategy she teaches her clients to help them confidently land corporate roles. From understanding the job deeply to communicating your value clearly, this episode focuses on the skills that actually move you from interview to offer.When you listen to this episode, you’ll walk away with:A clearer understanding of what companies are actually looking for in an interviewWhy knowing the job deeply is the foundation of a strong interviewJazmyne’s ACE method for answering interview questions clearly and confidentlyA mindset shift that helps you stop treating interviews like high-stakes pressure momentsHow to stand out from other candidates using individuality, contribution, and excellenceSimple ways to build rapport and break the ice with interviewersA practical approach to practicing interviews so you show up prepared, not nervousInterviewing is a skill. And when you learn how to communicate your value clearly, landing the job becomes a lot more possible.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Mar 13, 202630 min

071: 7 Reasons Why You Haven't Landed the Interviews or Job Offers you Want as a Transitioning Teacher

If you're a teacher who keeps applying for jobs and wondering why you are not getting interviews or offers, this episode is for you.There are specific reasons you have not gotten the results you want yet. And most of them are fixable.In this episode, I walk through the 7 real reasons teachers struggle when transitioning into corporate roles. When you listen to this episode, you’ll walk away with:Clarity on what might actually be blocking your interviewsA shift from feeling rejected to feeling responsible and empoweredA better understanding of what hiring managers are really looking forA more strategic way to approach applications and interviewsPermission to invest in yourself instead of waiting to feel “ready”You are not stuck because you are incapable. You are stuck because something in your strategy or belief system needs to shift.Let’s fix that.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Mar 6, 202647 min

070: How to NOT Burn Bridges as an Educator Leaving Education for Corporate

If you're a teacher who knows you are ready to leave the classroom but you are worried about damaging relationships on your way out, this episode is for you.Transitioning from education into corporate can feel complicated because you care about your students, you respect your colleagues, and you do not want your decision to be misunderstood. At the same time, you know that staying in a role that no longer fits you is not the answer.In this episode, I am walking you through how to leave education without burning bridges. I share my personal experience navigating this transition, what it looks like to plan your exit thoughtfully, and how to communicate your decision in a way that protects your reputation.When you listen to this episode, you’ll walk away with:Confidence that you can leave education professionally and respectfullyClarity on how preparation makes your exit smoother and less emotionalPeace knowing you can ensure your students are supported during the transitionPermission to prioritize your income and long term career growthA healthier mindset around maintaining relationships after you leaveLeaving does not have to mean conflict. It can mean growth handled well.This episode will help you think about your next move with maturity, strategy, and self respect.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Feb 27, 202627 min

069: How to Transition into a New Career As a Teacher by Next School Year

If you're a teacher who keeps saying, “I need to be out by next school year,” but secretly has no idea how to make that happen… this episode is for you.In this episode of the Pretty Rich Teacher Podcast, I’m breaking down what it actually takes to transition into a new career by next school year. Not the fantasy version. The real version.We’re talking about what most teachers get wrong when they set exit timelines. Why skill development matters more than urgency. And why healing your burnout is not optional if you want to succeed outside the classroom.If you’re looking at EdTech or any corporate path and wondering where to start, this episode will ground you.When you listen to this episode, you’ll walk away with:Clarity on what it really takes to transition by next school yearPermission to be a beginner without feeling behindA reminder that asking for help is strategy, not weaknessThe belief that you can build a new career at any stageYou need a plan that builds capacity, not anxiety. Let’s get you transitioned the right way!Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Feb 20, 202634 min

068: How to ask for what you deserve in your dating life and your career with Torah Cents

If you're a teacher who keeps over-giving in your career and your relationships and wondering why you still feel unseen, this episode is for you.In this conversation, I sit down with dating coach Torah Cents to unpack the quiet ways teachers settle. At work. In dating. In how we advocate for ourselves. We talk about burnout, good girl conditioning, and why so many teachers struggle to ask for more even when they have earned it.This episode is not about dating tips or career hacks. It is about self-trust, preparation, and building the courage to ask for what you actually want instead of accepting what shows up.When you listen to this episode, you’ll walk away with:A clearer understanding of how your dating patterns and career patterns mirror each otherPermission to stop settling just because something feels familiar or safeA new way to think about preparation instead of perfectionLanguage to ask for more without guilt or over-explainingA reminder that discomfort is not a red flag. It is often the doorwayValidation that wanting more does not make you ungrateful or unrealisticYou are allowed to want a career and relationships that meet you where you are now. This episode will help you start acting like it.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Feb 13, 20261h 18m

067: What to Do If Your Career Transition Is Taking Longer Than Planned

If you're a teacher who thought you would already be out of the classroom by now, this episode is for you.In this episode of the Pretty Rich Teacher Podcast, I’m talking about what it really means when your career transition is taking longer than planned. Not in a motivational way. In a real, grounded way that acknowledges the emotional, financial, and mental weight of staying longer than you expected.We talk about timelines, persistence, fear, and the pressure teachers quietly carry when their exit plan doesn’t go as fast as they hoped. This episode is about learning how to keep moving without turning delays into self-doubt.When you listen to this episode, you’ll walk away with:Relief that you are not behind or brokenClarity around why timelines often create more pressure than progressPermission to stop making delays mean failureA grounded way to think about investing in yourself without guiltA reminder that belief and emotional regulation matter as much as strategyA stronger connection to your why when motivation feels shakyYour transition is not late. It’s unfolding. This episode will help you stay steady while it does.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Feb 6, 202651 min

066: How Carla DIY'd her Transition into corporate as a transitioned teacher

If you're a teacher who knows you cannot stay in the classroom forever but also does not want to gamble your future, this episode is for you.In Episode 66, I sit down with Carla C. Whyte, a transitioned teacher who did not wait for permission, luck, or a perfect roadmap. She made a clear decision and built her corporate transition step by step. Carla shares what it actually looked like to leave education, how she reframed her experience, and the internal shifts required to show up confidently in a completely new world.This conversation is honest about the work. The mindset shifts. The patience. And the strategy it takes to move from teaching into corporate without losing yourself along the way.When you listen to this episode, you’ll walk away with:Belief that teachers really do belong in corporate rolesClarity on why strategy matters more than motivationA grounded understanding of how confidence shows up in interviewsPermission to stop underselling your experienceA realistic picture of what the job search process requiresReassurance that taking your time does not mean you are behindValidation that your skills translate, even if the language is differentA calmer, more intentional way to think about your next moveThis is not about rushing your exit. It is about making a smart one.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jan 30, 202648 min

065: What Actually happens your first 90 days as a transitioned teacher working in corporate

If you're a teacher who is thinking about leaving the classroom but secretly wondering what actually happens after you land the corporate job, this episode is for you.In Episode 65, I walk you through the real first 90 days as a transitioned teacher working in corporate. Not the highlight reel. Not the fear stories. The emotional reset, the culture shock, the peace, and the moments that make you realize how much you were carrying for so long.We talk about the PTSD many teachers don’t realize they’re operating with. We talk about learning how to feel safe at work again. We talk about time freedom, quiet calendars, and the discomfort that comes with peace when you’ve been in survival mode for years.This episode is about normalizing what you feel after the transition and helping you stop questioning whether you made the right decision.When you listen to this episode, you’ll walk away with:Relief that what you’re feeling is normalPermission to slow down and rebuild your sense of safetyA clearer understanding of how corporate work actually operatesConfidence navigating politics without losing yourselfAwareness of how to document your value without overworkingReassurance that your teacher skills absolutely transferA deeper trust that you are already successfulThis episode will help you settle into the freedom you worked so hard to create.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jan 23, 202633 min

064: What EdTech Hiring Managers are ACTUALLY looking for in transitioning teachers

If you're a teacher who keeps hearing that EdTech is a “natural next step” but you are not getting interviews or offers, this episode is for you.In this episode, I break down what EdTech hiring managers are actually looking for when they hire transitioning teachers. Not what we assume they want. Not what career coaches vaguely suggest. What they are truly screening for when they read your resume, review your portfolio, and sit across from you in an interview.We unpack how many teachers unintentionally block their own success by over explaining their classroom experience instead of positioning their transferable skills in a way EdTech understands.When you listen to this episode, you’ll walk away with:A clear understanding of what EdTech hiring managers are actually evaluating when they interview transitioning teachers.Confidence in how to position your teaching experience as relevant, hireable skills instead of over explaining your classroom background.Clarity on what you still need to learn or prove so you can stop guessing and start showing up as a strong EdTech candidate.This episode is not about motivation. It is about clarity. And clarity changes everything.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jan 16, 202644 min

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 staying—this episode is for you.In this episode, I’m talking honestly about failure what it actually looks like during a teacher career transition, why it’s unavoidable, and why avoiding failure is the fastest way to stay stuck. This is a real conversation about disappointment, shame, resilience, and choosing to keep going anyway.When you listen to this episode, you’ll walk away with:A shift in how you think about failure and what it really meansA sense of relief knowing you’re not “behind” or brokenPermission to stop waiting for confidence before you moveA deeper trust in yourself to figure things out as you goThe feeling of being grounded, steadied, and ready to keep goingIf you’re ready to stop making fear the decision-maker—and start moving forward even when it’s uncomfortable—this episode will meet you right where you are.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jan 9, 20261h 3m

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 keep saying “I want to leave” but haven’t fully committed to the process yet, you need this conversation.In this episode of the Pretty Rich Teacher Podcast, I’m breaking down the five non-negotiable ways to guarantee a successful transition into corporate. This episode is about taking ownership, getting honest, and deciding that your next career move is not optional.When You Listen to This Episode, You’ll Walk Away With:A clearer sense of what really determines success in a career transitionA mindset shift that helps you stop waiting for certainty and start movingA stronger sense of personal responsibility and ownership over your next moveMore confidence navigating uncertainty without spiralingA renewed commitment to treating your transition as non-negotiableThere is nothing wrong with you for wanting more. But wanting more isn’t enough.When you’re ready to stop hoping it works out—and start moving like it will—this episode will meet you exactly where you are.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Dec 26, 202549 min
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