Pretty Rich Teacher

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.

  1. 1d ago

    084: Teacher Girlies, it's Time for a Pep Talk

    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 classroom If 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 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 training 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)

    50 min
  2. May 29

    083: How Cassi Transitioned out of the Classroom and into EdTech Corporate

    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 carrying If 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 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 training 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)

    41 min
  3. May 22

    082: Why You're Getting Interviews (and NOT Job Offers) Part TWO

    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 incapable And 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 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 training 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)

    47 min
  4. May 15

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

    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 fear You 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 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 training 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)

    36 min
  5. May 8

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

    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 one This 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 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 training 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)

    1h 36m
  6. May 1

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

    If you're a teacher who feels like your entire identity is wrapped up in your job… this episode is going to hit home. For the first time EVER, you will get to witness teachers who left the classroom for higher paying roles in one setting! This is a real conversation with former teachers who made the leap into EdTech Sales corporate roles and are now living lives they didn’t think were possible while they were in the classroom. They talk honestly about the fear, the grief, the doubt, and what actually changed on the other side. You’ll hear what it really looks like to leave, what they thought they would lose, and what they actually gained. When you listen to this episode, you’ll walk away with: The realization that you can miss teaching and still know it’s not where you belong anymoreA clear shift from “this is all I know” to “I have more options than I’ve been told”Permission to want a life that has energy, space, and time for you againThe truth that your skills were never the problem… you just haven’t been shown where they fit This isn’t about hating teaching. It’s about being honest about what you want your life to look like now. 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 training 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)

    1h 26m
  7. Apr 24

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

    If you're a teacher who keeps saying “I don’t have the money” but still wants a higher paying career, this episode is going to challenge you in a real way. We’re talking about what it actually looks like to invest in your next chapter on a teacher salary. Not from pressure, but from truth. Because the real barrier is not always your bank account. It is how you think about money, risk, and your future. This episode breaks down the mindset shifts that separate teachers who stay stuck from teachers who increase their income, along with real ways to approach investing when money feels tight. When you listen to this episode, you’ll walk away with: A clear understanding of why “I don’t have the money” keeps you stuckA new way to think about investing in yourself versus just spendingThe truth about what staying underpaid is actually costing youA perspective shift on becoming the version of you who earns moreConfidence to make decisions from your future, not your current situation You don’t need everything figured out. You need to decide if you’re staying where you are or moving differently. 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 training 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)

    47 min
  8. Apr 17

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

    If you're a teacher who keeps saying you want to leave the classroom but nothing is actually changing, this episode is going to hit. In Episode 77, Jazmyne Dionne breaks down seven uncomfortable truths about why teachers stay stuck even when they know they want more. This is not a step-by-step episode. This is the real conversation about identity, fear, safety, and the patterns that keep you choosing the same life. You’ll hear exactly why wanting to leave isn’t enough and what’s actually required if you plan to leave by August. When you listen to this episode, you’ll walk away with: The truth about the “teacher career pipeline” and where it actually leads if you stayWhy tying your identity only to teaching makes leaving feel almost impossibleHow your sense of safety is keeping you in a situation you say you’ve outgrownThe real reason you keep believing things that justify stayingWhy not believing in yourself is showing up in your actions, not just your thoughtsThis episode is direct for a reason. If you’ve been waiting for the right time, this is the moment you start telling yourself the truth. 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 training 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)

    1h 1m

Ratings & Reviews

5
out of 5
12 Ratings

About

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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