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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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

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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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

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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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

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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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

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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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

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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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

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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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

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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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

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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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

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 women in education looking to leave the classroom but don't know where to start? Click here for our podcast listening guide filled with 50+ hours of free training

Ready for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months!

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