Explore every episode of the podcast Pretty Rich Teacher

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)

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 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)

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 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)

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 is
• What it means to truly sell yourself in a corporate interview versus an education one
• Why teachers are overqualified for the roles they are afraid to apply for
• What to say to the people in your life who are going to speak fear into your decision

Every 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 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)

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 interviews
• What your resume is actually supposed to do — and why yours is probably not doing it
• How to think about no's so they stop breaking your momentum
• The exact number of jobs to apply to in 30 days if you want interviews this summer

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)

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 next
• Why teachers are walking into corporate roles and immediately outperforming everyone else in the room
• The number one resume mistake teachers make when applying for corporate jobs
• Why the mind makes the money — and what to do when you believe it but don't fully trust it yet
• What it means to burn the ships and actually commit to your new life instead of just talking about it

This 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 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)

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 it
• The difference between praying for a job and doing the work required to get one
• What LinkedIn is actually doing to your mindset and how to stop letting it take you out
• Why your ego might be the thing standing between you and a six figure job offer
• How to recognize when you are quitting without admitting you are quitting — and what to do instead

This 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 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)

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 go
• The stages you will go through when you finally decide to leave — and why resistance is part of the process, not a sign to stop
• A journaling exercise to help you get out of your head and into your next chapter
• Why you don't have to have it all figured out before you close the door
• The truth about what happens to women who finally choose themselves

This 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 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)

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 work
• Why "I don't have time" and "I don't have money" are stories, not facts
• What fake progress actually looks like — and how to stop mistaking it for momentum
• A journal exercise to get honest about what is really making this feel hard
• The 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 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)

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 professional
• What 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 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)

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 offers
• A deeper understanding of the mindset shifts required to transition successfully
• Encouragement to stop avoiding discomfort and start building new skills
• A 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 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)

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 offers
• A more honest view of what support, mentorship, and community can accelerate
• Confidence to stop seeing investing in yourself as something only other people can do
• A reminder that your teaching skills are valuable outside the classroom
• Encouragement 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 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)

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 mastered
• A 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 minutes
• Permission to protect your peace, your process, and who you tell about your next move
• The 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 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)

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 anymore
• A 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 again
• The 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 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)

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 stuck
• A new way to think about investing in yourself versus just spending
• The truth about what staying underpaid is actually costing you
• A perspective shift on becoming the version of you who earns more
• Confidence 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 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)

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 stay
• Why tying your identity only to teaching makes leaving feel almost impossible
• How your sense of safety is keeping you in a situation you say you’ve outgrown
• The real reason you keep believing things that justify staying
• Why not believing in yourself is showing up in your actions, not just your thoughts

This 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 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)

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 you
• A deeper understanding of how each role actually functions
• Confidence in choosing a direction instead of staying stuck between both
• Insight into how your personality and preferences impact your success
• Relief from feeling like you have to pick blindly
• A clearer sense of what your next step should be

You shouldn't guess your way into your next career. You need to understand it well enough to choose it.

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)

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 opportunities
• A shift from random job applying to a strategic career transition plan
• A deeper belief that you are capable of succeeding outside the classroom
• A more honest way to approach burnout without ignoring it or rushing decisions
• The 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 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)

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 life
• Permission to stop over-explaining your desire to leave
• Clarity that your impact does not end when you leave the classroom
• Confidence that choosing yourself is not selfish
• A 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 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)

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 spiraling
• A mindset shift that helps you stop making decisions from fear
• A simple way to build belief in your ability to transition out of teaching
• A deeper understanding of why support and accountability change everything
• Confidence to move at your own pace instead of rushing or forcing a timeline

You 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 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)

If you're a teacher who is getting corporate interviews but not getting the offer, this episode is for you.

The truth is simple. Most teachers are not struggling with getting interviews. They are struggling with how they interview.

In this episode, Jazmyne Dionne breaks down the exact strategy she teaches her clients to help them confidently land corporate roles. From understanding the job deeply to communicating your value clearly, this episode focuses on the skills that actually move you from interview to offer.

When you listen to this episode, you’ll walk away with:

• A clearer understanding of what companies are actually looking for in an interview
• Why knowing the job deeply is the foundation of a strong interview
• Jazmyne’s ACE method for answering interview questions clearly and confidently
• A mindset shift that helps you stop treating interviews like high-stakes pressure moments
• How to stand out from other candidates using individuality, contribution, and excellence
• Simple ways to build rapport and break the ice with interviewers
• A practical approach to practicing interviews so you show up prepared, not nervous

Interviewing is a skill. And when you learn how to communicate your value clearly, landing the job becomes a lot more 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 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)

If you're a teacher who keeps applying for jobs and wondering why you are not getting interviews or offers, this episode is for you.

There are specific reasons you have not gotten the results you want yet. And most of them are fixable.

In this episode, I walk through the 7 real reasons teachers struggle when transitioning into corporate roles.

When you listen to this episode, you’ll walk away with:

• Clarity on what might actually be blocking your interviews
• A shift from feeling rejected to feeling responsible and empowered
• A better understanding of what hiring managers are really looking for
• A more strategic way to approach applications and interviews
• Permission to invest in yourself instead of waiting to feel “ready”

You are not stuck because you are incapable. You are stuck because something in your strategy or belief system needs to shift.

Let’s fix that.

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)

If you're a teacher who knows you are ready to leave the classroom but you are worried about damaging relationships on your way out, this episode is for you.

Transitioning from education into corporate can feel complicated because you care about your students, you respect your colleagues, and you do not want your decision to be misunderstood. At the same time, you know that staying in a role that no longer fits you is not the answer.

In this episode, I am walking you through how to leave education without burning bridges. I share my personal experience navigating this transition, what it looks like to plan your exit thoughtfully, and how to communicate your decision in a way that protects your reputation.

When you listen to this episode, you’ll walk away with:

• Confidence that you can leave education professionally and respectfully
• Clarity on how preparation makes your exit smoother and less emotional
• Peace knowing you can ensure your students are supported during the transition
• Permission to prioritize your income and long term career growth
• A healthier mindset around maintaining relationships after you leave

Leaving does not have to mean conflict. It can mean growth handled well.

This episode will help you think about your next move with maturity, strategy, and self respect.

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)

If you're a teacher who keeps saying, “I need to be out by next school year,” but secretly has no idea how to make that happen… this episode is for you.

In this episode of the Pretty Rich Teacher Podcast, I’m breaking down what it actually takes to transition into a new career by next school year. Not the fantasy version. The real version.

We’re talking about what most teachers get wrong when they set exit timelines. Why skill development matters more than urgency. And why healing your burnout is not optional if you want to succeed outside the classroom.

If you’re looking at EdTech or any corporate path and wondering where to start, this episode will ground you.

When you listen to this episode, you’ll walk away with:

• Clarity on what it really takes to transition by next school year
• Permission to be a beginner without feeling behind
• A reminder that asking for help is strategy, not weakness
• The belief that you can build a new career at any stage

You need a plan that builds capacity, not anxiety. Let’s get you transitioned the right way!

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)

If you're a teacher who keeps over-giving in your career and your relationships and wondering why you still feel unseen, this episode is for you.

In this conversation, I sit down with dating coach Torah Cents to unpack the quiet ways teachers settle. At work. In dating. In how we advocate for ourselves. We talk about burnout, good girl conditioning, and why so many teachers struggle to ask for more even when they have earned it.

This episode is not about dating tips or career hacks. It is about self-trust, preparation, and building the courage to ask for what you actually want instead of accepting what shows up.

When you listen to this episode, you’ll walk away with:

• A clearer understanding of how your dating patterns and career patterns mirror each other
• Permission to stop settling just because something feels familiar or safe
• A new way to think about preparation instead of perfection
• Language to ask for more without guilt or over-explaining
• A reminder that discomfort is not a red flag. It is often the doorway
• Validation that wanting more does not make you ungrateful or unrealistic

You are allowed to want a career and relationships that meet you where you are now. This episode will help you start acting like it.

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)

If you're a teacher who thought you would already be out of the classroom by now, this episode is for you.

In this episode of the Pretty Rich Teacher Podcast, I’m talking about what it really means when your career transition is taking longer than planned. Not in a motivational way. In a real, grounded way that acknowledges the emotional, financial, and mental weight of staying longer than you expected.

We talk about timelines, persistence, fear, and the pressure teachers quietly carry when their exit plan doesn’t go as fast as they hoped. This episode is about learning how to keep moving without turning delays into self-doubt.

When you listen to this episode, you’ll walk away with:

• Relief that you are not behind or broken
• Clarity around why timelines often create more pressure than progress
• Permission to stop making delays mean failure
• A grounded way to think about investing in yourself without guilt
• A reminder that belief and emotional regulation matter as much as strategy
• A stronger connection to your why when motivation feels shaky

Your transition is not late. It’s unfolding. This episode will help you stay steady while it does.

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)

If you're a teacher who knows you cannot stay in the classroom forever but also does not want to gamble your future, this episode is for you.

In Episode 66, I sit down with Carla C. Whyte, a transitioned teacher who did not wait for permission, luck, or a perfect roadmap. She made a clear decision and built her corporate transition step by step. Carla shares what it actually looked like to leave education, how she reframed her experience, and the internal shifts required to show up confidently in a completely new world.

This conversation is honest about the work. The mindset shifts. The patience. And the strategy it takes to move from teaching into corporate without losing yourself along the way.

When you listen to this episode, you’ll walk away with:

• Belief that teachers really do belong in corporate roles
• Clarity on why strategy matters more than motivation
• A grounded understanding of how confidence shows up in interviews
• Permission to stop underselling your experience
• A realistic picture of what the job search process requires
• Reassurance that taking your time does not mean you are behind
• Validation that your skills translate, even if the language is different
• A calmer, more intentional way to think about your next move

This is not about rushing your exit. It is about making a smart one.

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)

If you're a teacher who is thinking about leaving the classroom but secretly wondering what actually happens after you land the corporate job, this episode is for you.

In Episode 65, I walk you through the real first 90 days as a transitioned teacher working in corporate. Not the highlight reel. Not the fear stories. The emotional reset, the culture shock, the peace, and the moments that make you realize how much you were carrying for so long.

We talk about the PTSD many teachers don’t realize they’re operating with. We talk about learning how to feel safe at work again. We talk about time freedom, quiet calendars, and the discomfort that comes with peace when you’ve been in survival mode for years.

This episode is about normalizing what you feel after the transition and helping you stop questioning whether you made the right decision.

When you listen to this episode, you’ll walk away with:

• Relief that what you’re feeling is normal
• Permission to slow down and rebuild your sense of safety
• A clearer understanding of how corporate work actually operates
• Confidence navigating politics without losing yourself
• Awareness of how to document your value without overworking
• Reassurance that your teacher skills absolutely transfer
• A deeper trust that you are already successful

This episode will help you settle into the freedom you worked so hard to create.

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)

If you're a teacher who keeps hearing that EdTech is a “natural next step” but you are not getting interviews or offers, this episode is for you.

In this episode, I break down what EdTech hiring managers are actually looking for when they hire transitioning teachers. Not what we assume they want. Not what career coaches vaguely suggest. What they are truly screening for when they read your resume, review your portfolio, and sit across from you in an interview.

We unpack how many teachers unintentionally block their own success by over explaining their classroom experience instead of positioning their transferable skills in a way EdTech understands.

When you listen to this episode, you’ll walk away with:

• A clear understanding of what EdTech hiring managers are actually evaluating when they interview transitioning teachers.
• Confidence in how to position your teaching experience as relevant, hireable skills instead of over explaining your classroom background.
• Clarity on what you still need to learn or prove so you can stop guessing and start showing up as a strong EdTech candidate.

This episode is not about motivation. It is about clarity. And clarity changes everything.

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)

If you’re a teacher who’s terrified of failing after leaving the classroom—or secretly worried that trying and not succeeding would be worse than staying—this episode is for you.

In this episode, I’m talking honestly about failure what it actually looks like during a teacher career transition, why it’s unavoidable, and why avoiding failure is the fastest way to stay stuck. This is a real conversation about disappointment, shame, resilience, and choosing to keep going anyway.

When you listen to this episode, you’ll walk away with:

• A shift in how you think about failure and what it really means
• A sense of relief knowing you’re not “behind” or broken
• Permission to stop waiting for confidence before you move
• A deeper trust in yourself to figure things out as you go
• The feeling of being grounded, steadied, and ready to keep going

If you’re ready to stop making fear the decision-maker—and start moving forward even when it’s uncomfortable—this episode will meet you right where you are.

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)

If you’re a teacher who knows you want out of the classroom but feels stuck in uncertainty, fear, or overthinking—this episode is for you. If you keep saying “I want to leave” but haven’t fully committed to the process yet, you need this conversation.

In this episode of the Pretty Rich Teacher Podcast, I’m breaking down the five non-negotiable ways to guarantee a successful transition into corporate. This episode is about taking ownership, getting honest, and deciding that your next career move is not optional.

When You Listen to This Episode, You’ll Walk Away With:

• A clearer sense of what really determines success in a career transition
• A mindset shift that helps you stop waiting for certainty and start moving
• A stronger sense of personal responsibility and ownership over your next move
• More confidence navigating uncertainty without spiraling
• A renewed commitment to treating your transition as non-negotiable

There is nothing wrong with you for wanting more. But wanting more isn’t enough.

When you’re ready to stop hoping it works out—and start moving like it will—this episode will meet you exactly where you are.

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)

If you’re a teacher who knows you can’t keep doing this but you also don’t know where to start this episode is for you.

In this episode of The Pretty Rich Teacher Podcast, I break down exactly how to create a realistic, strategic exit plan into corporate in less than 30 days—without panic-applying, guessing, or starting another degree.

In This Episode, You’ll Learn:

✨ How to build corporate knowledge so interviews stop feeling intimidating

✨ The difference between wanting out and having an actual exit plan

✨ How understanding career paths changes your resume and your confidence

✨ Why burnout must be addressed before you transition—not after

✨ How your teaching skills translate into corporate value (even if it doesn’t feel obvious yet)

✨ What “doing the work” really looks like during a career pivot

✨ Why clarity beats speed—and how to get both

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)

In this episode of the Pretty Rich Teacher Podcast, we’re getting real about corporate layoffs, job safety, and the government shutdown — and what all of this actually means for transitioning teachers.

If you’ve been scared to leave teaching because you think corporate isn’t “stable,” this is the episode you needed yesterday.

You’ll walk away with:

• The truth about layoffs in BOTH education and corporate (and why neither path is as “safe” as teachers think).
• Why transitioning educators are more employable than they realize when they learn how to articulate their value.
• How to build six-figure skills that make you career-proof, layoff-proof, and recession-proof.
• The mindset shift that instantly reduces fear around job stability and replaces it with strategy.
• How to think about promotions, growth, and advancement from Day 1 in your corporate role.
• The power of continuous learning, reinvention, and believing in your ability to pivot at any time.

This episode will help you stop waiting for job safety to be “given” to you — and instead learn how to create it for yourself.

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)

In this episode of the Pretty Rich Teacher podcast, Jazmyne Dionne breaks down one of the biggest misunderstandings educators have when they’re transitioning into corporate or EdTech roles: interviews and job offers are NOT the same thing — and they require two completely different skill sets.

Inside this episode, Jazmyne explains the real difference between “interview ready” and “offer ready,” the mindset shifts that actually lead to job offers, and the exact mistakes that keep educators stuck in the classroom longer than they planned.

In this episode you will learn:

• Why interviews don’t automatically turn into offers
• The mindset gap most transitioning teachers don’t even realize they have
• The real reason so many educators feel “stuck” even when they’re applying
• Why confidence, identity, and self-belief matter just as much as your resume
• Why setbacks don’t mean you’re unqualified — they mean you need a new strategy

If you’re a teacher who knows you’re meant for more, this episode will help you think differently, prepare differently, and show up as the version of you who actually gets the job.

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)

In this week's episode, I’m sharing how Jada became a standout EdTech CSM candidate with only four years of teaching experience. Her story is a reminder that when you know how to package your experience, you become undeniable. Her approach made her confident, clear, and prepared in ways most transitioning teachers never are.

When you listen to this episode, you’ll walk away with:

• The mindset shift that helped Jada stop taking redirection personally
• How her CSM portfolio became her biggest advantage in interviews
• The simple structures she used to avoid burnout during her job search
• What she did to stay grounded, positive, and focused through her transition
• And the proof that you already have the skills — you just need the right strategy to make them stand out

This is a story that will make you feel capable, prepared, and ready to take your next step with confidence.

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)

In this episode, Jazmyne breaks down the REAL mindset keeping teachers underpaid, overlooked, and overwhelmed — and introduces P.O.U.R, the framework behind the P.o.u.r. Teacher Mindset.

You’ll learn how these four patterns silently drain teachers financially, emotionally, and professionally — and how to step into the Rich Teacher Mindset, the identity that unlocks more money, more confidence, and more career options.

If you’ve ever felt stuck, burnt out, or guilty for wanting more than teaching, this episode gives you both the language and the liberation.

You will learn:

✨ The emotional and financial cost of being a “P.O.U.R Teacher”

✨ How burnout leads to desperate job decisions

✨ The identity shift every Rich Teacher must make

✨ How to rewire your thoughts about money, success, and worth

✨ The mindset required to build a six-figure career beyond the classroom

This episode is your permission slip to stop shrinking and start receiving.

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)

If you’ve ever walked out of an interview feeling hopeful… only to hear nothing for days, weeks, or forever? This episode is going to change how you see your entire job search.

Today we’re talking about “ghosting” — what it actually is, why it feels so personal for educators, and how to shift out of discouragement and into strategy, self-awareness, and emotional regulation so you can start getting actual job offers, not “great conversations.”

In this episode, you’ll walk away with:

• A new perspective on “ghosting” that puts you back in control
• The real interviewing skills you need to develop
• How to stop personalizing recruiter silence
• The mindset + emotional regulation needed to stay consistent in your job search
• Practical next steps to increase your job offers

If you enjoyed this episode, you’ll love:

✨ Episode 55: “Rejection Sensitivity”

✨ Episode 45: “How to Choose Freedom Over Fear”

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)

In this episode, Jazmyne gets real about rejection sensitivity especially for high-achieving women navigating their career transition. If you’ve ever felt that familiar gut punch after a “thank-you-for-applying” email, this one’s for you. Jazmyne unpacks why rejection hits harder for those used to excelling, and how to turn those moments into data, direction, and deeper belief.

What You’ll Learn when you listen:

• Why rejection sensitivity shows up more for high-achievers
• How to view redirection emails as part of your success data
• The role of belief and emotional regulation in your job search
• How tracking applications turns emotion into evidence
• The mindset shift to stop fearing “no” and start expecting “next”

Whether you’re applying for EdTech, corporate learning, or customer success roles, this episode will help you regulate your emotions, track your progress with confidence, and reframe every rejection as proof that you’re still in the game.

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)

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.

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)

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.

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)

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!

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)

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.

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)

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.

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)

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.

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)

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.

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)

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.

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)

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.

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)

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.

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)

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.

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)

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.

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)