Pretty Rich Teacher

Епизоде

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  099: How to Get the Support You Need to Transition Into a Six Figure Career for Real This Time 18.09.2026 29мин

  If you're a teacher who has been saying, "I want to leave the classroom," for months or even years, but somehow you keep finding yourself back in the same place, this episode is for you.In Episode 99, Jazmyne gets real about what it actually takes to transition into a six-figure EdTech career for real this time. She also challenges the beliefs that can keep teachers stuck, including feeling like you need another degree, worrying about leaving your retirement or students, or believing you should be able to figure it all out yourself.Sometimes the problem isn't that you don't want it badly enough. You may simply be trying to figure out too much on your own.When you listen to this episode, you'll walk away with:A clearer picture of what becomes possible when you stop trying to make the transition aloneMore confidence in your ability to take your teaching experience into a six-figure careerA new perspective on the time and emotional cost of staying stuckA reminder that getting support isn't a weakness. It can be the thing that finally helps you moveYour next chapter can be different. You need to give yourself the support to actually make the transition. Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  098: How Angelica Turned Less Than Four Years of Teaching Into a Six-Figure Career 11.09.2026 45мин

  If you're a teacher who loves your students but knows deep down that you want more from your life, Angelica's story is one you need to hear.After just four years in the classroom, Angelica made the decision to explore what was possible outside of teaching. She was burnt out, but she was also comfortable. She had questions about whether her teaching experience was enough to build a new career, and she had plenty of fears about making the transition.Today, Angelica is working in ed tech sales, earning six figures, with more flexibility, more time freedom, and a completely different relationship with work.In this episode, Angelica shares what it really looked like to go from a first grade classroom to a six-figure corporate career.When you listen to this episode, you’ll walk away with:A reminder that you are not as limited by your teaching experience as you may think.More confidence in what could be possible on the other side of the classroom.Perspective on why a slower transition does not mean you're failing.Encouragement to stop ignoring the part of you that knows you want something different.Sometimes the first step is simply being honest with yourself about what you want next.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  097: From Music Teacher to Customer Success: Proof You Can Pivot Into Edtech No Matter What You Teach 04.09.2026 58мин

  If you're a teacher who has no problem spending money on your classroom, your students, or another degree, but suddenly freeze when it comes to investing in yourself, this episode is for you.In Episode 97 of the Pretty Rich Teacher Podcast, Jazmyne sits down with Tammy, a former music educator of 15 years who made multiple career pivots before landing in the corporate world.Tammy shares what changed when she stopped thinking about leaving education as simply finding another job and started approaching it as a career change. They talk about the discomfort of investing in yourself, why teachers are conditioned to sacrifice, and what it looks like to believe that a different life is actually possible.Most importantly, this conversation is about more than getting a new job. It is about learning to see yourself differently.When you listen to this episode, you’ll walk away with:A deeper belief that you are capable of creating a career and life that actually fit who you are now.Permission to stop measuring your worth by how much you sacrifice for everyone else.A new perspective on investing in yourself as a way to close the gap between where you are and where you want to be.The reminder that change is possible, even when you don't know exactly how you're going to get there yet.You don't have to know every step before you give yourself permission to want something different.Sometimes the first step is simply believing, "Why not me?"Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  096: 7 Thoughts Making It Hard to Break Into Edtech as a Teacher 28.08.2026 41мин

  If you're a teacher who wants to leave the classroom but keeps finding yourself stuck in the same place, it may not be your experience, your resume, or even the job market holding you back. Sometimes, it is the thoughts you have about what it takes to make the transition.In this episode, Jazmyne breaks down 7 thoughts that can make breaking into Edtech feel harder than it actually is. You’ll also hear a powerful reminder that leaving the classroom does not mean starting from zero. Your experience as an educator can become an advantage in a new career.When you listen to this episode, you’ll walk away with:A new perspective on the beliefs that may be keeping you stuckMore confidence in the value of your experience outside the classroomClarity around why your career transition may feel harder than it needs toA renewed belief that a six-figure career in edtech can be possible for youYou do not have to keep repeating the same thoughts and expecting a different result.Sometimes the first step toward a different career is simply being willing to think differently about what is possible for you.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  095: Teachers, Let’s Talk About Money: The Money Conversation ALL Educators Need to Hear. 21.08.2026 1ч 3мин

  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 about understanding why you may feel stuck, why another degree isn't always the answer, and what happens when you start feeling safe enough to make different decisions with your money.When you listen to this episode, you’ll walk away with:A new perspective on what may actually be keeping you from your next income level.More clarity around the difference between feeling financially safe and simply staying with what feels familiar.Permission to consider investing in yourself and your earning potential differently.A stronger belief that you can learn how to create more money, even if you were never taught how.You don't have to have every answer today. But you do get to start having a different conversation with yourself about money.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  094: You Don’t Have to Wait for Life to Get Easier to Leave the Classroom | Keysha’s 4 Month Edtech Transition Story 14.08.2026 1ч 48мин

  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 episode is a reminder that waiting for the “right time” can quietly keep you stuck far longer than you realize.When you listen to this episode, you’ll walk away with:The confidence to stop waiting for perfect timing before pursuing a new career.A new perspective on what is actually required to transition out of teaching.Permission to move forward even when life still feels busy, uncertain, or messy.Hope that a corporate transition can happen faster than you think.If you’ve been wondering whether your circumstances are “good enough” to start, let Keysha’s story show you what’s possible.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  093: The 4 Reasons Teachers Aren’t Using Their Experience to Make $100K 07.08.2026 31мин

  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.In this episode, you'll walk away with:Clarity on what's really holding you back.A new way to think about your career transition.More confidence to move forward.The motivation to take your next step.Sometimes the biggest obstacle isn't your experience. It's what you believe about it.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  092: How to beat the back to school blues 4 steps to creating a pretty rich exit plan that actually works 31.07.2026 50мин

  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 episode, I share the four-step framework I use with teachers to stop the self-judgment, pinpoint what's actually keeping them stuck, and build an exit plan they can follow with confidence instead of guilt. I'll also introduce a new resource to help you identify the biggest blocker between you and your next career.You'll walk away with:A healthier way to view your transition, without treating your current situation as failure.A simple process to find what's really stalling your exit plan.A new lens on letting your emotions guide your next move instead of controlling it.More confidence that the right support can still get you there.The classroom may be where your school year starts. It doesn't have to be where your story ends.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  091: How Caylin DIY-ed Her Teacher Exit Into EdTech in Less Than 4 Months as a Single Mom 24.07.2026 48мин

  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 burnout, why she chose Customer Success, and what it looked like to confidently interview her way into an EdTech role while still finishing the school year strong.When you listen to this episode, you'll walk away with:Clarity on what the teacher to corporate transition can actually look like.A new perspective on investing in your own future.Clarity on what the teacher to corporate transition can actually look like.A reminder that the biggest obstacle to your next chapter may simply be believing you're capable of it.Your exit doesn't start with the perfect resume. It starts with believing your life can look different.Tune in and let Caylin's story remind you what's possible.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  090: Putting Herself First: From Assistant Principal to Customer Success 16.07.2026 57мин

  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 mindset shifts that helped her stop putting herself last.When you listen to this episode, you'll walk away with:Insight into what the transition from education to corporate really looks like.Encouragement to embrace being a beginner and keep learning.The confidence to believe it's never too late to make a career change.Your teaching experience has value. Sometimes the hardest part is giving yourself permission to believe it belongs somewhere new.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  089: How Lauren Got Six Figures, Lost 15 Pounds, and Started a Business in 90 Days 10.07.2026 44мин

  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 she was outside of the classroom to landing a six figure sales role, losing 15 pounds, and mapping out her first business — all in less than 90 days.When you listen to this episode, you'll walk away with:Why DIYing your transition will get you interviews but not job offers — and what the missing piece actually isWhat it means to truly sell yourself in a corporate interview versus an education oneWhy teachers are overqualified for the roles they are afraid to apply forWhat to say to the people in your life who are going to speak fear into your decisionEvery day in that classroom is not just a bad day. It is a day you are not living your life.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  088: How to be Swimming in Interviews + Job Offers this Summer 03.07.2026 39мин

  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 job is the exact reason you are not getting interviewsWhat your resume is actually supposed to do — and why yours is probably not doing itHow to think about no's so they stop breaking your momentumThe exact number of jobs to apply to in 30 days if you want interviews this summerAre you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  087: Teacher to Corporate: The Story Behind My Six-Figure Career Pivot 26.06.2026 1ч 1мин

  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 office with a student sitting across from her, to landing $85K in her first corporate role and crossing six figures in less than six months — this is the full story, unfiltered.When you listen to this episode, you'll walk away with:The moment Jazmyne knew teaching was no longer the plan — and what she did nextWhy teachers are walking into corporate roles and immediately outperforming everyone else in the roomThe number one resume mistake teachers make when applying for corporate jobsWhy the mind makes the money — and what to do when you believe it but don't fully trust it yetWhat it means to burn the ships and actually commit to your new life instead of just talking about itThis is the episode you send to every teacher in your circle who says they want more but keeps choosing the life they already have.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  086: The 5 Real Reasons Teachers Quit Their Transition Journey into Corporate 19.06.2026 29мин

  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 the first place.In this episode, I break down the five real reasons teachers quit their transition journey — not the surface level excuses, but what is actually happening underneath.When you listen to this episode, you'll walk away with:Why burnout is the number one reason teachers never make it out — and why so many of them don't even know they have itThe difference between praying for a job and doing the work required to get oneWhat LinkedIn is actually doing to your mindset and how to stop letting it take you outWhy your ego might be the thing standing between you and a six figure job offerHow to recognize when you are quitting without admitting you are quitting — and what to do insteadThis is not tough love for the sake of it. This is the episode that keeps you in the game long enough to win.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  085: How to Leave a Career or Relationship That No Longer Serves You 12.06.2026 38мин

  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 share my own experience of leaving both a marriage and a career that no longer aligned with the life I wanted. We talk about why people stay longer than they should, why your brain confuses familiarity with safety, and how to move through the emotional process of choosing yourself.This is not about making impulsive decisions. It's about becoming aware of what is no longer serving you and having the courage to believe there is another door waiting for you.When you listen to this episode, you'll walk away with:Why your brain is keeping you stuck even when you know you want to goThe stages you will go through when you finally decide to leave — and why resistance is part of the process, not a sign to stopA journaling exercise to help you get out of your head and into your next chapterWhy you don't have to have it all figured out before you close the doorThe truth about what happens to women who finally choose themselvesThis is not a career strategy episode. This is the one that gets you ready for one. Because leaving is rarely easy. But staying somewhere that no longer serves you has a cost, too.You are allowed to choose a different future.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  084: Teacher Girlies, it's Time for a Pep Talk 05.06.2026 49мин

  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 consuming the solution and actually doing the workWhy "I don't have time" and "I don't have money" are stories, not factsWhat fake progress actually looks like — and how to stop mistaking it for momentumA journal exercise to get honest about what is really making this feel hardThe only four things that actually matter when it comes to leaving the classroomIf you have been listening to every episode, following every tip, and still don't have a job offer — this episode is specifically for you.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  083: How Cassi Transitioned out of the Classroom and into EdTech Corporate 29.05.2026 40мин

  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 about the fears that keep teachers stuck — retirement, benefits, identity, feeling "not qualified enough" — and what it actually takes to move through them.Jazmyne and Cassi breaks down:Why teachers struggle in corporate interviews (and how she fixed it)How she stopped selling herself as a teacher and started positioning as a professionalWhat life actually looks like without the Sunday scaries, the late-night lesson plans, and the emotional weight she didn't realize she was carryingIf you've been quietly thinking "I can't do this forever", then this episode is your answer.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  082: Why You're Getting Interviews (and NOT Job Offers) Part TWO 22.05.2026 47мин

  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 expectations that worked in education.This episode is about identity, discomfort, pressure, and the real skills required to successfully transition into corporate.When you listen to this episode, you’ll walk away with:Clarity on why interviews do not automatically equal job offersA deeper understanding of the mindset shifts required to transition successfullyEncouragement to stop avoiding discomfort and start building new skillsA reminder that rejection does not mean you are incapableAnd if you’re willing to become the version of yourself who can handle the pressure, receive feedback, and keep going anyway, your results will eventually catch up.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  081: Three Reasons to DIY your Career Transition vs Paying for Support 15.05.2026 35мин

  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 transition story, what changed when she finally asked for help, and the mindset shifts teachers need if they want to move into EdTech, sales, customer success, or higher-paying careers outside the classroom.When you listen to this episode, you’ll walk away with:Insight into the difference between getting interviews and actually getting job offersA more honest view of what support, mentorship, and community can accelerateConfidence to stop seeing investing in yourself as something only other people can doA reminder that your teaching skills are valuable outside the classroomEncouragement to make decisions from possibility instead of fearYou do not have to stay stuck trying to prove you can do everything alone.Sometimes the fastest way forward is getting in the room with people who already know the path.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.
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  080: Pretty, Paid, and in Tech: Customer Success Panel with Former Educators 08.05.2026 1ч 35мин

  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 Success roles and are now living lives they genuinely didn't think were possible while they were still teaching.You'll hear what a day in Customer Success actually looks like, why teachers are already built for it, and what happens when your nervous system finally gets to rest.When you listen to this episode, you'll walk away with:The realization that Customer Success is not a starting over — it's a transfer of everything you've already masteredA clear picture of what your day-to-day life could look like: no more 6am practices, no more sub plans, no more eating lunch in 12 minutesPermission to protect your peace, your process, and who you tell about your next moveThe truth that the hardest part of this transition isn't learning the job — it's believing you deserve a life outside of oneThis isn't about abandoning your purpose. It's about finding out what happens when you finally stop pouring everything into a system that was never designed to sustain you.Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to Register for the Free Training: Don't Go Back to School in 2027 Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here and find out. You will then get access to a free personalized training to help you take action on your next step.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs) click here to access podcast listening guide.