Pretty Rich Teacher

Dr. Jazmyne Dionne
  • 5.0 (11)
  • CAREERS
  • UPDATED WEEKLY

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. 2D AGO

    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? Watch My Free Live Training Replay: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days. Enrollment for Teachers in Tech is now OPEN, click here to enroll or book a free 1:1 sales call to learn how to get hired by August! 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

  2. 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? Watch My Free Live Training Replay: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days. Enrollment for Teachers in Tech is now OPEN, click here to enroll or book a free 1:1 sales call to learn how to get hired by August! 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

  3. 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? Watch My Free Live Training Replay: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days. Enrollment for Teachers in Tech is now OPEN, click here to enroll or book a free 1:1 sales call to learn how to get hired by August! 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. 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? Watch My Free Live Training Replay: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days. Enrollment for Teachers in Tech is now OPEN, click here to enroll or book a free 1:1 sales call to learn how to get hired by August! 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

  5. APR 10

    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? Watch My Free Live Training Replay: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days. Enrollment for Teachers in Tech is now OPEN, click here to enroll or book a free 1:1 sales call to learn how to get hired by August! 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

  6. APR 3

    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 future This 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? Watch My Free Live Training Replay: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days. Enrollment for Teachers in Tech is now OPEN, click here to enroll or book a free 1:1 sales call to learn how to get hired by August! Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

    58 min

  7. MAR 27

    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 options You 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? Watch My Free Live Training Replay: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days. Enrollment for Teachers in Tech is now OPEN, click here to enroll or book a free 1:1 sales call to learn how to get hired by August! Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

    26 min

  8. MAR 20

    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? Watch My Free Live Training Replay: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days. Enrollment for Teachers in Tech is now OPEN, click here to enroll or book a free 1:1 sales call to learn how to get hired by August! Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

    34 min
See All (80)

Ratings & Reviews

5
out of 5
11 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.

Information

  • Creator
    Dr. Jazmyne Dionne
  • Years Active
    2024 - 2026
  • Episodes
    80
  • Rating
    Clean
  • Copyright
    © 2026 Jazmyne Dionne Coaching LLC All Rights Reserved.
  • Show Website
    Pretty Rich Teacher

You Might Also Like