
Show overview
Pretty Rich Teacher has been publishing since 2024, and across the 2 years since has built a catalogue of 87 episodes. That works out to roughly 65 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 5 days ago, with 25 episodes already out so far this year. The busiest year was 2025, with 59 episodes published. Published by Jazmyne Dionne.
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 87 episodes087: Teacher to Corporate: The Story Behind My Six-Figure Career Pivot
086: The 5 Real Reasons Teachers Quit Their Transition Journey into Corporate
085: How to Leave a Career or Relationship That No Longer Serves You
084: Teacher Girlies, it's Time for a Pep Talk
083: How Cassi Transitioned out of the Classroom and into EdTech Corporate
082: Why You're Getting Interviews (and NOT Job Offers) Part TWO
081: Three Reasons to DIY your Career Transition vs Paying for Support
080: Pretty, Paid, and in Tech: Customer Success Panel with Former Educators
079: Pretty, Paid, and in Tech: From Teaching to Six-Figure EdTech Sales Careers Panel
078: How to Invest Thousands in your New Career on a Teacher Salary
077: The 7 Truths Transitioning Teachers Need to Hear to Leave the Classroom by August
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)
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)
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)
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)
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)
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)
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)
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)
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)