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Pretty Rich Teacher
Dr. Jazmyne Dionne
54 episodes
2 days ago
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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Careers
Education,
Business,
How To
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All content for Pretty Rich Teacher is the property of Dr. Jazmyne Dionne and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
Show more...
Careers
Education,
Business,
How To
Episodes (20/54)
Pretty Rich Teacher
054: The Scary Truth About Staying ‘One More Year’ (Why It Gets Harder, Not Easier)

In this episode, Jazmyne exposes the hard truth behind the phrase every burned-out teacher says: “I’ll just stay one more year.” She breaks down why staying stuck only deepens exhaustion, delays growth, and costs you opportunities — both emotional and financial.

✨ You’ll learn:

  • Why staying “one more year” makes burnout worse, not better
  • How to stop future-faking your happiness and start taking real action
  • The hidden cost of contracts and misplaced loyalty
  • How to separate your identity from your job title
  • Steps to start marketing your skills while you’re still teaching
  • Why leaving a toxic environment is an act of self-respect and service


After listening to this episode, you’ll finally understand why waiting for “next year” only keeps you stuck — and how to choose courage, clarity, and freedom this year instead.

  • Want a free resources to help you learn about your options outside the classroom? make sure you Join the Pretty Rich Weekly Email list to gain access + weekly exclusive free tips + trainings (that I do not share anywhere else)


  • Ready to create your exit plan into corporate? Join the Course Waitlist for early access + exclusive bonuses including a free resume review!


  • Are you a woman in education ready for mentorship into a six-figure EdTech career in less than 6 months? book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career and learn the skills required to become classroom optional for good!


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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3 weeks ago
38 minutes 7 seconds

Pretty Rich Teacher
053: How to Heal the Sunday Scaries (for Good)

In this episode, Jazmyne dives into one of the most common — and painful — experiences teachers face: the Sunday Scaries. She unpacks what’s really happening beneath the anxiety, exhaustion, and dread that hit before a new week, and shares how to begin healing it for good.


✨ You’ll learn:

  • What the Sunday Scaries actually are and why they hit so hard
  • How to journal through your Sunday thoughts to release anxiety
  • Why normalizing burnout keeps you stuck
  • The truth about your power to choose a peaceful career
  • How to shift from “trapped” to “in control” through mindset work
  • Simple ways to set boundaries and protect your peace
  • Why your future self will thank you for choosing rest over worry


After listening to this episode, you’ll finally stop dreading Sundays — and start believing that peace is possible, even before Monday begins.

  • Want a free resources to help you learn about your options outside the classroom? make sure you Join the Pretty Rich Weekly Email list to gain access + weekly exclusive free tips + trainings (that I do not share anywhere else)


  • Ready to create your exit plan into corporate? Join the Course Waitlist for early access + exclusive bonuses including a free resume review!


  • Are you a woman in education ready for mentorship into a six-figure EdTech career in less than 6 months? book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career and learn the skills required to become classroom optional for good!


Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Show more...
3 weeks ago
24 minutes 1 second

Pretty Rich Teacher
052: How to Choose Freedom over Fear as a Veteran Teacher thinking about Transitioning out of the classroom

In this episode, Jazmyne speaks directly to veteran teachers who feel torn between loyalty and liberation. She opens up about her own journey, the burnout cycle that keeps seasoned educators stuck, and what it really means to choose freedom over fear. You’ll also learn her powerful H.E.A.L. framework to help you release guilt, rebuild identity, and rediscover who you are beyond the classroom.


✨ You’ll learn:

  • Why veteran teachers often feel trapped by a system that no longer serves them
  • How burnout can quietly become a lifestyle — and how to break the cycle
  • What it means to honor your teaching experience without clinging to it
  • The four steps of the HEAL framework for moving forward with peace
  • How to rebuild confidence and trust yourself again
  • Why choosing freedom doesn’t mean abandoning your calling


After listening to this episode you will also walk away knowing that freedom isn’t selfish. It’s the most powerful act of self-trust you can make!

Want a free podcast listening guide to help you learn about your options outside the classroom? make sure you Join the Pretty Rich Weekly Email list to gain access + exclusive free trainings (that I do not share anywhere else)


Ready to create your exit plan into corporate? Join the Course Waitlist for early access + exclusive bonuses


Are you a woman in education ready for mentorship into a six-figure EdTech career in less than 6 months? book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career and learn the skills required to become classroom optional for good!


Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Show more...
3 weeks ago
38 minutes 9 seconds

Pretty Rich Teacher
051: The Truth About Fear: Why Leaving Teaching Feels So Scary

In this episode, Jazmyne breaks down why leaving teaching feels so scary — even when you know it’s time. She dives into the fears of starting over, financial uncertainty, and the emotional guilt that keeps teachers stuck, showing you how to reframe fear as growth and build trust in your next chapter.


✨ You’ll learn:

  • What fear is really trying to tell you
  • How to release guilt about leaving your students
  • Why fear doesn’t mean stop — it means you’re growing
  • The truth about corporate life (it’s not as scary as it seems)
  • How to trust yourself through uncertainty
  • A simple mindset shift to turn fear into forward motion


After listenting you will learn that fear isn’t the enemy — it’s your invitation to grow.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
3 weeks ago
43 minutes 58 seconds

Pretty Rich Teacher
050: The 5 Core Skills That Will Get You Hired Fast as a Transitioning Teacher

In this episode of the Pretty Rich Teacher podcast, I’m revealing the five core skills that helped me — and my clients — land interviews and offers fast.


If you’ve been stuck waiting for your “big break,” this is your wake-up call. Career transitions aren’t about luck — they’re about skills. And when you master these five, you’ll stand out instantly in the same job market that people claim to be "impossible to land a job in".


You’ll learn how to:

  • Develop career skills that make you an obvious hire — even without prior corporate experience
  • Market yourself like a pro so your resume and LinkedIn actually get noticed
  • Sell your skills with confidence in interviews (no more underselling your experience)
  • Network the right way — with genuine connections, not copy-paste DMs
  • Build the discipline and consistency that separate dreamers from doers


I also walk you through how the Six-Figure Educator Certification + Mentorship gives you the roadmap to put these skills into action, so you can land your dream EdTech Customer Success, or Sales role without guessing what to do next.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
3 weeks ago
58 minutes 6 seconds

Pretty Rich Teacher
049: Why I Hired a Career Coach (Even After DIY’ing My Transition)

In this episode of the Pretty Rich Teacher podcast, I’m getting real about something I don’t think enough educators talk about — the moment I realized I couldn’t DIY my career transition anymore.


If you’ve been grinding on applications, rewriting your resume 15 times, or feeling like “maybe it’s just not my time yet,” this one’s for you. I’m pulling back the curtain on why I decided to hire a career coach even after I thought I could do it all myself — and how that single decision changed everything about how I show up, sell my skills, and get paid what I’m worth.


You’ll learn how to:

  • Recognize when doing it alone is keeping you stuck in circles
  • Shift from “I can figure it out” to “I deserve expert support”
  • Understand what career coaches actually do — and how to spot the real ones from the scams
  • Market your transferable skills like a pro, even if you’ve never worked outside of education
  • Reframe investing in a coach as the smartest (and fastest) way to make more money


This episode is for the high achiever who’s tired of playing small, overthinking every move, and wondering why “hard work” still isn’t translating into job offers. Sometimes, the smartest move isn’t working harder — it’s hiring help.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
4 weeks ago
28 minutes 52 seconds

Pretty Rich Teacher
048: How to Actually Use LinkedIn to Land a 6-Figure Role

In this episode of the Pretty Rich Teacher podcast, we’re talking about one of the biggest mistakes I see teachers make when trying to pivot into EdTech or corporate...


If you’ve been posting your job search struggles, over-sharing about burnout, or thinking you HAVE to post on LinkedIn every week to get hired, this episode is for you. I’m breaking down the difference between being an influencer and being a career seeker, and why mastering that difference could be the exact thing that helps you land a six-figure offer faster.


You’ll learn how to:

  • Position yourself as a career-ready professional — not a teacher trying to escape the classroom
  • Shift your mindset from “posting for validation” to “showing up for opportunities”
  • Craft a LinkedIn profile that actually attracts recruiters (and makes them message you)
  • Network intentionally and build genuine relationships with hiring managers
  • Avoid the rookie mistakes that silently disqualify amazing educators every day


By the end, you’ll know exactly how to use LinkedIn as your six-figure launchpad, not your diary.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
4 weeks ago
40 minutes 11 seconds

Pretty Rich Teacher
047: Resume Writer vs. Career Coach vs. DIY: What You Actually Need to Land the Job

I’m breaking down one of the biggest questions teachers ask when they’re ready to leave the classroom — “Should I hire a resume writer, work with a career coach, or just figure it out myself?”


If you’ve been stuck updating your resume for weeks, scrolling job boards at midnight, or wondering what’s actually worth investing in — this episode is for you. I walk you through the real difference between DIY, resume writers, and career coaches, and how to know which one fits your stage of transition.


You’ll learn how to:

  • Define what you actually want in your next role (before you waste time applying to everything)
  • Understand the job market and why EdTech and corporate roles are ideal for former educators
  • Master the mindset needed to make a real career pivot — not just another job search
  • Spot the difference between polished documents and a real job strategy
  • Decide when it’s time to stop guessing and start getting professional guidance


Plus, I share what’s worked for me and my clients — including how investing strategically in your career transition can literally be the move that gets you paid more, faster.


This isn’t just about resumes or coaching — it’s about building a plan that gets you interviews, confidence, and clarity.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
4 weeks ago
41 minutes 52 seconds

Pretty Rich Teacher
046: How Ashley ( A Guidance Counselor) Let Go of Her Timeline and Landed Her Dream EdTech Role

In this episode, Jazmyne sits down with her client Ashley, who shares her journey of transitioning from a 16-year career in education to landing her dream EdTech sales role.


Ashley opens up about ending her contract without a job lined up and the moment she stopped obsessing over her timeline and started building the skills that would make her irresistible to hiring managers. Her story proves that even when the path gets messy, focusing on skills over timelines is what collapses the gap between where you are and where you want to be.


✨ Here's what you'll walk away with when you listen:

  • Why letting go of your timeline is the breakthrough you need
  • The power of lifetime access and coaching support in landing your offer
  • Networking and interviewing strategies that work for educators
  • What to do when you hear "no" and why it doesn't mean stop
  • How to become the role before you land it


Whether you've been teaching 2 years or 20, Ashley's story will show you that it's never too late—even if you've already tried once.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
1 month ago
58 minutes 59 seconds

Pretty Rich Teacher
045: How To Make Six Figures as an Educator with a Victory Mindset

In this episode, Jazmyne discusses the importance of shifting into a victory mindset, particularly for women in education seeking to transition into six-figure careers.


She introduces a powerful framework that reveals three roles we unconsciously play that keep us stuck—and how recognizing these patterns is the key to breaking free.


✨ Here's what you'll walk away with when you listen:

  • A transformational framework that reveals exactly how you're showing up in your transition
  • Why "waiting for the right opportunity" is actually keeping you comfortable (not ready)
  • How to step into a victory mindset through self-observation and awareness
  • The power of radical ownership in accelerating your career transition
  • Why embracing your power and privilege is the secret to your six-figure journey


If you've been applying but not landing interviews—or you're afraid you'll be stuck in education forever—this episode will show you exactly what needs to shift.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
1 month ago
20 minutes 34 seconds

Pretty Rich Teacher
044: From Fear to Freedom: Funké’s Journey from Veteran Teacher to New EdTech Career in less than 60 Days

In this week’s episode Funké shares how resilience, mentorship, and self-belief helped her navigate the messy middle of her career transition and step into a whole new chapter of life.


As a veteran teacher, she could have told herself it was too late. She could have let interview fears and self-doubt keep her stuck. But instead, she chose to stay open—open to therapy, open to mentorship, and open to believing she was stronger than her fears.


✨ Here’s what you’ll walk away with when you listen:

  • Why showing up for yourself matters more than being “perfect”
  • How resilience and therapy can move you through seasons of doubt
  • Why mentorship is a shortcut to confidence and clarity
  • How self-worth shifts everything about the way you interview and apply
  • Proof that it’s never too late to rewrite your story


Funké’s journey is more than a career change, it’s a reminder that your strength grows every time you choose to show up, even when it’s uncomfortable.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
1 month ago
1 hour 10 minutes 17 seconds

Pretty Rich Teacher
043: How to become Classroom Optional

What does it actually mean to be classroom optional—and how do you get there for good?


In this episode Jazmyne unpacks the two real reasons educators go back to the classroom after landing a corporate role: because they want to, or because they feel they have no other choice. While both are valid, Jazmyne reveals why the true goal is freedom—and that comes from being classroom optional.


By the end of this episode, you’ll know exactly how to:

  • Reframe the classroom as a choice rather than a fallback plan
  • Build the skills that give you long-term security in corporate spaces
  • Leverage your teaching experience as a superpower in interviews and roles
  • Create career options beyond education so you’ll never feel trapped again


✨ This isn’t just about leaving teaching it’s about stepping into a life where you’ll always have options, and teaching is one of them, not your only one.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
1 month ago
43 minutes 1 second

Pretty Rich Teacher
042: Two Years In: Jasmine’s Pivot from the Classroom to Career Freedom

In this episode, Dr. Jazmyne sits down with Jasmine, a young teacher who chose to pivot after just two years in the classroom. Together, they explore what it means to walk away from teaching early in your career, how to navigate the fear of the unknown, and why mindset is the foundation for any big life change.


Jasmine shares her journey of embracing discomfort, reframing negative thoughts through thought scripts, and learning to see feedback as a gift instead of criticism. She opens up about the duality of independence — how you can be strong and self-sufficient while also receiving help — and why gratitude has been key in softening the pressures of building a new career.


By the end of this conversation, you’ll walk away with:

  • A new perspective on fear and how to use it as fuel for growth
  • Thought scripts to reframe negative beliefs and boost confidence
  • A mindset shift that positions sales as an extension of teaching and connection
  • A reminder that asking for help is strength, not weakness
  • A practical way to use feedback and gratitude to accelerate personal growth


This episode is a must-listen for any teacher — whether you’re two years in or twenty — who’s ready to explore what’s possible beyond the classroom!

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
1 month ago
54 minutes 28 seconds

Pretty Rich Teacher
041: How to Heal Timeline Heartbreak

In this episode of the Pretty Rich Teacher podcast, Dr. Jazmyne Dionne opens up about something so many high-achieving women feel but rarely say out loud: timeline heartbreak.


If you’ve ever whispered to yourself, “I should be further along by now,” this episode is for you. If you’ve circled birthdays, school years, or New Year’s deadlines on your calendar and felt crushed when life didn’t match the plan — this episode is for you. If you’ve ever scrolled past someone else’s success and thought, “Why not me, yet?” this episode is for you.


Jazmyne shares her own stories of chasing deadlines that didn’t pan out and the heartbreak that comes with it. But she also gives you the reframes you need:

  • Why missing your “timeline” isn’t failure — it’s redirection.
  • How to focus on building skills, not just chasing dates.
  • Simple mindset shifts that will help you breathe easier when the clock doesn’t match your calling.
  • Permission to stop hustling for someone else’s version of “on time” and start owning your own pace.


Press play and let this conversation remind you: you are not behind. You’re right on time.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
1 month ago
29 minutes 30 seconds

Pretty Rich Teacher
040: Teacher Retirement Myths: What Really Happens When You Leave the Classroom

If you’ve ever thought about leaving the classroom, chances are this question has kept you up at night: “What happens to my retirement if I walk away?”


You’re not alone—this is one of the most common (and confusing) fears teachers have when they’re ready to transition. And in this episode of the Pretty Rich Teacher podcast, I’m sitting down with my money coach, Aqura Nicholson, to break it all down.


Whether you’re just a few years in or you’ve been teaching for over a decade, you’ll finally get straight answers to questions like:


  • Do I lose my retirement if I leave teaching early?
  • What does it really mean to be vested?
  • How many years do I need before I keep my retirement benefits?
  • Can I roll my teacher retirement account into something else?
  • How do I make sure I don’t leave money on the table?


💡 In this conversation, you’ll learn:

  • ✔️ The truth about vesting and eligibility (hint: it’s not “30 years or nothing”).
  • ✔️ Step-by-step options for reviewing your retirement account.
  • ✔️ What a rollover looks like and why it might benefit you.
  • ✔️ How to make smart, confident financial decisions when leaving education.


And I’ll share exactly what I did with my teacher retirement when I left the classroom, so you can see what’s possible for you, too.


By the end of this episode, you’ll walk away with clarity, confidence, and a plan to protect your money—so you can build the career (and life) you actually want.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
1 month ago
41 minutes 2 seconds

Pretty Rich Teacher
039: 5 Habits of Educators Who Made the Leap into Six Figures

In this special episode, Jazmyne pulls back the curtain on her private client podcast and shares one of the most powerful lessons from inside her coaching program. After studying the last 100 educators she’s worked with, she identified five key habits that consistently helped her clients transition out of teaching and land six-figure jobs in record time.


You’ll learn:

  • The mindset shift that separates those who decide to leave from those who stay stuck.
  • Why “cleaning house” emotionally is the first step before updating a single resume.
  • How making peace with money and timelines can help you move with confidence.
  • The role of belief and self-trust in landing interviews.
  • What it really takes to stop worrying about others’ opinions and claim your new career path.


If you’ve been applying but not landing interviews—or you’re afraid you’ll be stuck in education forever—this episode will show you exactly what needs to shift.


P.s. The EdTech Career Quiz is back with a free training, check it out here.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

Show more...
1 month ago
28 minutes 51 seconds

Pretty Rich Teacher
038: How Sasha used being a Single Mom as her fuel to invest time and money to make six figures as a transitioning teacher

Whether you’re a single mom, a single woman, or someone who contributes to your household income, this episode will remind you on what is possible for you. Your responsibility to provide doesn’t have to hold you back — it can be the exact reason you move forward.


In this episode I sit down with my client Sasha, a former educator who went from burnt-out, paycheck to paycheck teaching days, to thriving as a Customer Success Manager in EdTech making over 100K+ a year.


What You’ll Learn in this Episode:

✨ How Sasha made the leap from teaching to EdTech in just 2 months and promoted into an 100k+ role in less than a year as a single mom.

✨ Why rejection and imposter syndrome don’t mean stop—they mean keep going.

✨ How she stopped trying to do things herself and invest in mentorship to help her reach her goals faster.

✨ Why financial hardship and single parenthood aren’t barriers—they’re the fuel for your next chapter.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.


If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career that provides security and honors your teaching experience in less than six months.


Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

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2 months ago
53 minutes 14 seconds

Pretty Rich Teacher
037: How Jazmin's personality landed her a six figure career in less than 6 weeks

Think you have to be someone else to land a six-figure job? Think again.


In this episode of Pretty Rich Teacher, I sit down with my client Jazmin, who went from burnout after a decade in education to landing a six-figure sales role in just six weeks. Her secret? She stopped overthinking the “right” way to interview — and started owning her personality as her biggest advantage.


Here’s what you’ll take away from this conversation:

✨ Why your authentic personality matters more than rehearsed answers in interviews

✨ How to shift from “performing” to connecting with hiring managers

✨ The exact mindset shifts Jazmin made to move past self-doubt and land second round interviews quickly

✨ How to position your skills so you’re seen as the obvious choice — even outside the classroom

✨ Why embracing who you already are is the fastest path to financial freedom and career fulfillment


If you’ve ever wondered whether you’re “enough” to land a six-figure role, this episode will show you that the key isn’t becoming someone else — it’s being yourself.


🎧 Listen now to learn how your personality will get you PAID!

Ready to build your six figure exit plan? Join the Six Figure Exit Plan Email list for exclusive free trainings (that I do not share anywhere else).


Ready to believe you are capable of making more money so you can get out of the paycheck to paycheck cycle and land a six figure role? Book your free sales consultation call here and we will create a plan to help you make an extra $10k-$40k each year after your in your new position.


Make sure to follow on TikTok @prettyrichteacher where I go live weekly on Tuesdays!

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2 months ago
1 hour 23 minutes 41 seconds

Pretty Rich Teacher
036: How to Become a Pretty Rich Teacher NOW

Life will test you, burnout, bills, and doubt included. I’ve been there. In this episode of Pretty Rich Teacher, I’m sharing how I went from exhausted educator to career coach helping women turn their teaching skills into six-figure careers.


You’ll discover what it really means to be a Pretty Rich Teacher (it’s more than money) and learn my RICH Framework—the exact steps to:

  • Define exactly what you want


  • Spot and overcome the challenges in your way


  • Build unshakable confidence in your skills


  • Turn your teaching experience into a high-paying career


By the end, you’ll know how to stop playing small, own your value, and take your first steps toward the income and career you deserve.

Ladies, Ready to build your six figure exit plan? Join the Six Figure Exit Plan Email list for exclusive free trainings (that I do not share anywhere else).


Ready to believe you are capable of making more money so you can get out of the paycheck to paycheck cycle and land a six figure role? Book your free sales consultation call here and we will create a plan to help you make an extra $10k-$40k each year after your in your new position.


Make sure to follow on TikTok @jazmeantaughtme where I go live weekly on Tuesdays!

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2 months ago
37 minutes 50 seconds

Pretty Rich Teacher
035: How Samiya used healing, hard work and faith to land her six figure offer in less than 2 months

Hey Teacher girlies! Are you dreaming of a career that uses your teaching experience, pays your worth and restores your peace? Samiya’s journey will inspire you to trust the process, prepare with intention, and believe that the right opportunity will meet you at the right time.


What You’ll Learn in This Episode:

  • How she healed from burnout before starting the job search
  • The mindset shifts that helped her trust the process
  • Why faith, hard work, and coaching made all the difference
  • How she navigated a tougher interview process than teaching
  • And how you can start creating your own success story


Make sure to share this episode with your teacher friends!

Ladies, Ready to build your six figure exit plan? Join the Six Figure Exit Plan Email list for exclusive free trainings (that I do not share anywhere else).


Ready to believe you are capable of making more money so you can get out of the paycheck to paycheck cycle and land a six figure role? Book your free sales consultation call here and we will create a plan to help you make an extra $10k-$40k each year after your in your new position.


Make sure to follow on TikTok @jazmeantaughtme where I go live weekly on Tuesdays!

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2 months ago
51 minutes 47 seconds

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.