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Pretty Rich Teacher: Daily Summaries Delivered
by Dr. Jazmyne Dionne
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
The most recent episodes — sign up to get AI-powered summaries of each one.
- Yesterday50 min
092: How to beat the back to school blues 4 steps to creating a pretty rich exit plan that actually works.mp3
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 educator looking to leave the classroom but don't know where to start? Click here to enroll in my DIY Exit Plan Course.Are you a burnt out women in education ready for mentorship into a six figure EdTech career? click here book a free 1:1 sales call to learn how to enroll in my Teachers in Tech mentorship + certification program.Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)
- 1 weeks ago48 min
091: How Caylin DIY-ed Her Teacher Exit Into EdTech in Less Than 4 Months as a Single Mom
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 educator looking to leave the classroom but don't know where to start? Click here to enroll in my DIY Exit Plan Course.Are you a burnt out women in education ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)
- 2 weeks ago57 min
090: Putting Herself First: From Assistant Principal to Customer Success
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 educator looking to leave the classroom but don't know where to start? Click here to enroll in my DIY Exit Plan Course.Are you a burnt out women in education ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)
- 3 weeks ago44 min
089: How Lauren Got Six Figures, Lost 15 Pounds, and Started a Business in 90 Days
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 educator looking to leave the classroom but don't know where to start? Click here to enroll in my DIY Exit Plan Course.Are you a burnt out women in education ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)
- 4 weeks ago39 min
088: How to be Swimming in Interviews + Job Offers this Summer
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 educator looking to leave the classroom but don't know where to start? Click here to enroll in my DIY Exit Plan Course.Are you a burnt out women in education ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)
- Jun 26, 20261h 1m
087: Teacher to Corporate: The Story Behind My Six-Figure Career Pivot
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 looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free trainingReady for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)
- Jun 19, 202629 min
086: The 5 Real Reasons Teachers Quit Their Transition Journey into Corporate
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 looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free trainingReady for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)
- Jun 12, 202638 min
085: How to Leave a Career or Relationship That No Longer Serves You
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 looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free trainingReady for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)
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About Pretty Rich Teacher
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.
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