Pretty Rich Teacher
Welcome to the Pretty Rich Teacher podcast (formerly known as the Exit Plan) where Jazmyne shares exclusive tips to help women in education turn their teaching experience into six figure careers and beyond with confidence.
Episodes
102 : Scared to leave your students? Yaya shares the truth about life one year after teaching
If you're a teacher who loves your students but knows you can't keep sacrificing your health, energy, time, and life for the classroom, this episode is for you.In Episode 102, I sit down with Yaya, a former teacher and Pretty Rich Teacher alumni who made the transition from teaching into a fully remote ed tech career.One year after starting her transition, Yaya's life looks completely different. B
101 : How a Private School Teacher Became an EdTech Customer Success Manager & Made Back $4K in 30 Days
If you're a teacher who knows you want more but keeps telling yourself that leaving the classroom is too risky, this episode is for you.In Episode 101, I’m sitting down with my client Deyaneira to talk about what it really looked like for her to leave private school teaching and transition into an EdTech Customer Success Manager role.Her story is about more than landing a new job. It’s about learn
100: 10 Lessons From Making 100K as a Transitioned Teacher
If you're a teacher who knows you're meant for more but still finds yourself questioning whether you can actually leave the classroom, this episode is for you.Episode 100 is a celebration, but it is also a reflection on what it really took to build a six-figure life after transitioning out of the classroom.In this episode, Jazmyne shares 10 lessons she learned from making $100K+ as a transitioned
099: How to Get the Support You Need to Transition Into a Six Figure Career for Real This Time
If you're a teacher who has been saying, "I want to leave the classroom," for months or even years, but somehow you keep finding yourself back in the same place, this episode is for you.In Episode 99, Jazmyne gets real about what it actually takes to transition into a six-figure EdTech career for real this time. She also challenges the beliefs that can keep teachers stuck, including feeling like y
098: How Angelica Turned Less Than Four Years of Teaching Into a Six-Figure Career
If you're a teacher who loves your students but knows deep down that you want more from your life, Angelica's story is one you need to hear.After just four years in the classroom, Angelica made the decision to explore what was possible outside of teaching. She was burnt out, but she was also comfortable. She had questions about whether her teaching experience was enough to build a new career, and
097: From Music Teacher to Customer Success: Proof You Can Pivot Into Edtech No Matter What You Teach
If you're a teacher who has no problem spending money on your classroom, your students, or another degree, but suddenly freeze when it comes to investing in yourself, this episode is for you.In Episode 97 of the Pretty Rich Teacher Podcast, Jazmyne sits down with Tammy, a former music educator of 15 years who made multiple career pivots before landing in the corporate world.Tammy shares what chang
096: 7 Thoughts Making It Hard to Break Into Edtech as a Teacher
If you're a teacher who wants to leave the classroom but keeps finding yourself stuck in the same place, it may not be your experience, your resume, or even the job market holding you back. Sometimes, it is the thoughts you have about what it takes to make the transition.In this episode, Jazmyne breaks down 7 thoughts that can make breaking into Edtech feel harder than it actually is. You’ll also
095: Teachers, Let’s Talk About Money: The Money Conversation ALL Educators Need to Hear.
If you're a teacher who wants to make $100K beyond the classroom but feels like money is something you were never taught to understand, this episode is for you.In Episode 95, Jazmyne sits down with her money coach, Aqura, for the conversation every teacher needs to hear about money, income, and what it actually takes to create more financial options.This is not just about making more money. It's a
094: You Don’t Have to Wait for Life to Get Easier to Leave the Classroom | Keysha’s 4 Month Edtech Transition Story
If you're a teacher who keeps telling yourself, “I’ll leave when life calms down,” this episode is for you.In this episode, Keysha is sharing her incredible 4-month transition from the classroom into an EdTech role. What makes her story so powerful is not that everything was easy. It’s that she decided to move forward before life felt perfectly organized, perfectly certain, or perfectly timed.This
093: The 4 Reasons Teachers Aren’t Using Their Experience to Make $100K
If you're a teacher who knows you're capable of more but can't figure out what's keeping you stuck, this episode is for you.You may think you need a better resume or more experience. But what if that's not the real reason you haven't landed the career you want?In this episode, I'm sharing the four biggest blockers I see keeping teachers from turning their experience into six figure opportunities.I
092: How to beat the back to school blues 4 steps to creating a pretty rich exit plan that actually works
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 epis
091: How Caylin DIY-ed Her Teacher Exit Into EdTech in Less Than 4 Months as a Single Mom
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 bur
090: Putting Herself First: From Assistant Principal to Customer Success
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
089: How Lauren Got Six Figures, Lost 15 Pounds, and Started a Business in 90 Days
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 s
088: How to be Swimming in Interviews + Job Offers this Summer
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 jo
087: Teacher to Corporate: The Story Behind My Six-Figure Career Pivot
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
086: The 5 Real Reasons Teachers Quit Their Transition Journey into Corporate
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 th
085: How to Leave a Career or Relationship That No Longer Serves You
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 shar
084: Teacher Girlies, it's Time for a Pep Talk
In this episode, Jazmyne gets into the real reason teachers who want to leave… aren't leaving. Not the job market. Not the timing. Not the money. You.She breaks down the five stories teachers tell themselves that are quietly keeping them stuck, and why the "how" has never actually been the problem.When you listen to this episode, you'll walk away with the following knowledge:The difference between
083: How Cassi Transitioned out of the Classroom and into EdTech Corporate
Fifteen years in the classroom. And one day, it just wasn't enough anymore.In Episode 83, Jazmyne sits down with Cassi, a former elementary educator who walked away from a 15-year teaching career and landed an EdTech corporate role. Not because it was easy. Because she stopped waiting for permission to want more.This isn't a feel-good story about following your passion. It's a real conversation ab
082: Why You're Getting Interviews (and NOT Job Offers) Part TWO
If you're a teacher who keeps getting interviews but still can’t seem to land the actual job offer, this episode is going to challenge the way you’re approaching your transition.In Part Two of this conversation, Jazmyne breaks down the deeper reasons teachers stay stuck in the interview cycle. Not because they aren’t qualified. But because they’re still showing up with the mindset, habits, and exp
081: Three Reasons to DIY your Career Transition vs Paying for Support
If you're a teacher who keeps going back and forth between figuring it out alone or getting help with your career transition, this episode is going to give you clarity.In this episode, Jazmyne Dionne breaks down the real reasons why some teachers successfully DIY their transition out of the classroom and why others stay stuck for months or years trying to do everything alone.Jazmyne shares her own
080: Pretty, Paid, and in Tech: Customer Success Panel with Former Educators
If you've ever wondered what life actually looks like after the classroom — not the highlight reel, the real version — this episode is it.For the second time ever, you get to witness former teachers who left the classroom for higher paying corporate roles, all in one setting. This time? It's Customer Success.This is a real, unfiltered conversation with women who made the leap into EdTtech Customer
079: Pretty, Paid, and in Tech: From Teaching to Six-Figure EdTech Sales Careers Panel
If you're a teacher who feels like your entire identity is wrapped up in your job… this episode is going to hit home.For the first time EVER, you will get to witness teachers who left the classroom for higher paying roles in one setting!This is a real conversation with former teachers who made the leap into EdTech Sales corporate roles and are now living lives they didn’t think were possible while
078: How to Invest Thousands in your New Career on a Teacher Salary
If you're a teacher who keeps saying “I don’t have the money” but still wants a higher paying career, this episode is going to challenge you in a real way.We’re talking about what it actually looks like to invest in your next chapter on a teacher salary. Not from pressure, but from truth. Because the real barrier is not always your bank account. It is how you think about money, risk, and your futu
077: The 7 Truths Transitioning Teachers Need to Hear to Leave the Classroom by August
If you're a teacher who keeps saying you want to leave the classroom but nothing is actually changing, this episode is going to hit.In Episode 77, Jazmyne Dionne breaks down seven uncomfortable truths about why teachers stay stuck even when they know they want more. This is not a step-by-step episode. This is the real conversation about identity, fear, safety, and the patterns that keep you choosi
076: How to Know If You Would Be a Good Fit for EdTech Customer Success or Sales as a Transitioning Teacher
If you're a teacher who knows you want to leave the classroom but feels stuck choosing between EdTech customer success or sales, this episode will help you get clear.In this episode, we break down the real difference between these two career paths so you can decide which one actually fits you. Not just what sounds good, but what aligns with how you like to work, communicate, and solve problems.You
075: What Roles You’re Actually Qualified for as a Teacher & How to Use Your Education Degree in Corporate
If you're a teacher who is wondering whether you would actually be a good fit to transition into corporate roles using your teaching background, this episode is for you.This episode is not about convincing you to leave. It is about helping you understand if this path makes sense for you and what it actually takes to succeed once you get there.When you listen to this episode, you’ll walk away with:
074: 5 Reasons to not Feel Bad About Leaving your Teaching Career
If you're a teacher who feels guilty even thinking about leaving the classroom, this episode is going to challenge that belief in a real and honest way.In this episode, Jazmyne Dionne breaks down why so many teachers feel stuck between burnout and guilt. She reframes what it actually means to leave teaching and why it is not something you need to apologize for. Through a powerful comparison and gr
073: How to Decide if you Should RENEW your Teaching Contract
If you're a teacher who is staring at your contract and feeling stuck between fear and possibility, this episode is for you.In this episode, Jazmyne Dionne walks you through how to actually make the decision to renew your teaching contract or not. Not from panic. Not from pressure. But from strategy, clarity, and self-trust. This is about understanding what the decision really means, and how to mo
072: How to ACE your Corporate Interviews in 2026 as a Transitioning Teacher
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
071: 7 Reasons Why You Haven't Landed the Interviews or Job Offers you Want as a Transitioning Teacher
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:C
070: How to NOT Burn Bridges as an Educator Leaving Education for Corporate
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 n
069: How to Transition into a New Career As a Teacher by Next School Year
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 s
068: How to ask for what you deserve in your dating life and your career with Torah Cents
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
067: What to Do If Your Career Transition Is Taking Longer Than Planned
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 expe
066: How Carla DIY'd her Transition into corporate as a transitioned teacher
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 ed
065: What Actually happens your first 90 days as a transitioned teacher working in corporate
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 r
064: What EdTech Hiring Managers are ACTUALLY looking for in transitioning teachers
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,
063: The Top 10 Reasons Teacher Career Transitions FAIL and How to Succeed in 2026
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 conversati
062: Five Ways to GUARANTEE a Successful Transition Into Corporate as a Teacher
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 corporat
061: How to Create Your Exit Plan Into Corporate as a Teacher in Less Than 30 Days
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
060: The Truth About Corporate Layoffs, Job Safety, and the Government Shutdown — What Transitioning Teachers Really Need to Know
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 corpor
059: Why You’re Getting Interviews (But Not Job Offers) And How to Fix It
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
058: How Jada became a standout EdTech CSM candidate with only 4 years of teaching experience
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
057: Rich Teacher, P.O.U.R Teacher: The Mindset difference between being underpaid or paid well
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
056: How to Stop Being Ghosted by Recruiters as a Transitioning Teacher
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
055: Rejection Sensitivity: What It Really Means for High-Achieving Teachers in Transition
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 wh
054: The Scary Truth About Staying ‘One More Year’ (Why It Gets Harder, Not Easier)
In this episode, Jazmyne exposes the hard truth behind the phrase every burned-out teacher says: “I’ll just stay one more year.” She breaks down why staying stuck only deepens exhaustion, delays growth, and costs you opportunities — both emotional and financial. ✨ You’ll learn:Why staying “one more year” makes burnout worse, not betterHow to stop future-faking your happiness and start taking real
053: How to Heal the Sunday Scaries (for Good)
In this episode, Jazmyne dives into one of the most common — and painful — experiences teachers face: the Sunday Scaries. She unpacks what’s really happening beneath the anxiety, exhaustion, and dread that hit before a new week, and shares how to begin healing it for good. ✨ You’ll learn:What the Sunday Scaries actually are and why they hit so hardHow to journal through your Sunday thoughts to rel
052: How to Choose Freedom over Fear as a Veteran Teacher thinking about Transitioning out of the classroom
In this episode, Jazmyne speaks directly to veteran teachers who feel torn between loyalty and liberation. She opens up about her own journey, the burnout cycle that keeps seasoned educators stuck, and what it really means to choose freedom over fear. You’ll also learn her powerful H.E.A.L. framework to help you release guilt, rebuild identity, and rediscover who you are beyond the classroom.✨ You
051: The Truth About Fear: Why Leaving Teaching Feels So Scary
In this episode, Jazmyne breaks down why leaving teaching feels so scary — even when you know it’s time. She dives into the fears of starting over, financial uncertainty, and the emotional guilt that keeps teachers stuck, showing you how to reframe fear as growth and build trust in your next chapter.✨ You’ll learn:What fear is really trying to tell youHow to release guilt about leaving your studen
050: The 5 Core Skills That Will Get You Hired Fast as a Transitioning Teacher
In this episode of the Pretty Rich Teacher podcast, I’m revealing the five core skills that helped me — and my clients — land interviews and offers fast.If you’ve been stuck waiting for your “big break,” this is your wake-up call. Career transitions aren’t about luck — they’re about skills. And when you master these five, you’ll stand out instantly in the same job market that people claim to be "i
049: Why I Hired a Career Coach (Even After DIY’ing My Transition)
In this episode of the Pretty Rich Teacher podcast, I’m getting real about something I don’t think enough educators talk about — the moment I realized I couldn’t DIY my career transition anymore.If you’ve been grinding on applications, rewriting your resume 15 times, or feeling like “maybe it’s just not my time yet,” this one’s for you. I’m pulling back the curtain on why I decided to hire a caree
048: How to Actually Use LinkedIn to Land a 6-Figure Role
In this episode of the Pretty Rich Teacher podcast, we’re talking about one of the biggest mistakes I see teachers make when trying to pivot into EdTech or corporate...If you’ve been posting your job search struggles, over-sharing about burnout, or thinking you HAVE to post on LinkedIn every week to get hired, this episode is for you. I’m breaking down the difference between being an influencer an
047: Resume Writer vs. Career Coach vs. DIY: What You Actually Need to Land the Job
I’m breaking down one of the biggest questions teachers ask when they’re ready to leave the classroom — “Should I hire a resume writer, work with a career coach, or just figure it out myself?”If you’ve been stuck updating your resume for weeks, scrolling job boards at midnight, or wondering what’s actually worth investing in — this episode is for you. I walk you through the real difference between
046: How Ashley ( A Guidance Counselor) Let Go of Her Timeline and Landed Her Dream EdTech Role
In this episode, Jazmyne sits down with her client Ashley, who shares her journey of transitioning from a 16-year career in education to landing her dream EdTech sales role.Ashley opens up about ending her contract without a job lined up and the moment she stopped obsessing over her timeline and started building the skills that would make her irresistible to hiring managers. Her story proves that
045: How To Make Six Figures as an Educator with a Victory Mindset
In this episode, Jazmyne discusses the importance of shifting into a victory mindset, particularly for women in education seeking to transition into six-figure careers.She introduces a powerful framework that reveals three roles we unconsciously play that keep us stuck—and how recognizing these patterns is the key to breaking free.✨ Here's what you'll walk away with when you listen:A transformatio
044: From Fear to Freedom: Funké’s Journey from Veteran Teacher to New EdTech Career in less than 60 Days
In this week’s episode Funké shares how resilience, mentorship, and self-belief helped her navigate the messy middle of her career transition and step into a whole new chapter of life.As a veteran teacher, she could have told herself it was too late. She could have let interview fears and self-doubt keep her stuck. But instead, she chose to stay open—open to therapy, open to mentorship, and open t
043: How to become Classroom Optional
What does it actually mean to be classroom optional—and how do you get there for good?In this episode Jazmyne unpacks the two real reasons educators go back to the classroom after landing a corporate role: because they want to, or because they feel they have no other choice. While both are valid, Jazmyne reveals why the true goal is freedom—and that comes from being classroom optional.By the end o
042: Two Years In: Jasmine’s Pivot from the Classroom to Career Freedom
In this episode, Dr. Jazmyne sits down with Jasmine, a young teacher who chose to pivot after just two years in the classroom. Together, they explore what it means to walk away from teaching early in your career, how to navigate the fear of the unknown, and why mindset is the foundation for any big life change.Jasmine shares her journey of embracing discomfort, reframing negative thoughts through
041: How to Heal Timeline Heartbreak
In this episode of the Pretty Rich Teacher podcast, Dr. Jazmyne Dionne opens up about something so many high-achieving women feel but rarely say out loud: timeline heartbreak.If you’ve ever whispered to yourself, “I should be further along by now,” this episode is for you. If you’ve circled birthdays, school years, or New Year’s deadlines on your calendar and felt crushed when life didn’t match th
040: Teacher Retirement Myths: What Really Happens When You Leave the Classroom
If you’ve ever thought about leaving the classroom, chances are this question has kept you up at night: “What happens to my retirement if I walk away?”You’re not alone—this is one of the most common (and confusing) fears teachers have when they’re ready to transition. And in this episode of the Pretty Rich Teacher podcast, I’m sitting down with my money coach, Aqura Nicholson, to break it all down
039: 5 Habits of Educators Who Made the Leap into Six Figures
In this special episode, Jazmyne pulls back the curtain on her private client podcast and shares one of the most powerful lessons from inside her coaching program. After studying the last 100 educators she’s worked with, she identified five key habits that consistently helped her clients transition out of teaching and land six-figure jobs in record time.You’ll learn:The mindset shift that separate
038: How Sasha used being a Single Mom as her fuel to invest time and money to make six figures as a transitioning teacher
Whether you’re a single mom, a single woman, or someone who contributes to your household income, this episode will remind you on what is possible for you. Your responsibility to provide doesn’t have to hold you back — it can be the exact reason you move forward.In this episode I sit down with my client Sasha, a former educator who went from burnt-out, paycheck to paycheck teaching days,
037: How Jazmin's personality landed her a six figure career in less than 6 weeks
Think you have to be someone else to land a six-figure job? Think again.In this episode of Pretty Rich Teacher, I sit down with my client Jazmin, who went from burnout after a decade in education to landing a six-figure sales role in just six weeks. Her secret? She stopped overthinking the “right” way to interview — and started owning her personality as her biggest advantage.Here’s what you’ll tak
036: How to Become a Pretty Rich Teacher NOW
Life will test you, burnout, bills, and doubt included. I’ve been there. In this episode of Pretty Rich Teacher, I’m sharing how I went from exhausted educator to career coach helping women turn their teaching skills into six-figure careers.You’ll discover what it really means to be a Pretty Rich Teacher (it’s more than money) and learn my RICH Framework—the exact steps to:Define exactly what you
035: How Samiya used healing, hard work and faith to land her six figure offer in less than 2 months
Hey Teacher girlies! Are you dreaming of a career that uses your teaching experience, pays your worth and restores your peace? Samiya’s journey will inspire you to trust the process, prepare with intention, and believe that the right opportunity will meet you at the right time.What You’ll Learn in This Episode:How she healed from burnout before starting the job searchThe mindset shifts that helped
034: Teacher interviews vs. Corporate interviews: how educators unknowingly self-sabotage in EdTech interviews—and how to fix it
If you’ve ever walked into an EdTech interview thinking your teaching experience alone would carry you—this episode is your wake-up call. Educators often show up to corporate interviews underprepared, over-rehearsed, and unaware of what hiring managers actually want. In this episode, I’m breaking down the top mistakes I see educators make in EdTech interviews—and exactly how to fix them.Whether yo
033: Part 2 of Leaving Education + Earning More: How I Hit Six Figures Every Year as a High Achieving Woman of Color
I’m pulling back the curtain on exactly how I’ve made over six figures every year since leaving education. As a high-achieving woman of color, I know what it’s like to have all the degrees, all the dedication—and still feel underpaid and undervalued.But I found another way. And now I help other women of color do the same.In this episode, you’ll learn:How I overcame fear and embraced changeHow I bu
032: Leaving Education + Earning More: How I Hit Six Figures Every Year as a High Achieving Woman of Color (Part 1)
I’m pulling back the curtain on exactly how I’ve made over six figures every year since leaving education. As a high-achieving woman of color, I know what it’s like to have all the degrees, all the dedication—and still feel underpaid and undervalued.But I found another way. And now I help other women of color do the same.In Part One of this series, I’m sharing:My real story (including the tears, t
031: How to Quit Teaching Mid-Year (Without Guilt, Shame, or Panic)
In this episode, I’m walking you step-by-step through The L.A.N.D. Plan™ — my signature framework that’s helped dozens of teachers transition into new careers safely, securely, and without shame.We’re going to talk about:✅ Why it’s not too late to leave mid-year (even if school just started)✅ How to quit with strategy instead of spiraling✅ What questions to ask your HR department before you resign
030: The Mindset and Strategy Required to ACTUALLY leave education for Edtech this year
In this episode, Jazmyne breaks down what it really takes to transition from education into a fulfilling EdTech career. It’s more than just applying for jobs, it’s a mindset shift, a strategy, and a decision to stop waiting and start moving.In This Episode you'll learn:Why your transition starts with a firm decisionHow to prep for EdTech interviews (and stand out)The mindset shift educators must m
029: Six Powerful Reasons Why Leaving Teaching Feels So Hard (and how to make it easy)
You know you’re burned out. You know you’re ready for more. But something is keeping you stuck. In this vulnerable and validating episode, I walk you through six real reasons why it feels so hard to leave education—even when you know it’s time.If you’ve ever felt guilty, afraid, confused, or just overwhelmed at the idea of walking away from the classroom, this episode will help you understand why
028: 4 Reasons You’re Struggling to Land Job Offers (And How to Fix It)
Feel like you’re qualified but still getting passed over? You’re not alone. In this eye-opening episode, I break down the four most common reasons educators struggle to sell their skills when transitioning into EdTech Customer Success or Sales and exactly how to flip the script.If you’ve ever said, “I don’t know how to talk about my experience” or “I don’t know how to prove I’m ready,” this episod
027: How Teachers can Pivot into HR and EdTech without another degree
In this collaborative podcast episode Jazmyne and LaShaunique (HR Pivot Coach) discuss the journey of pivoting careers, particularly for educators transitioning into HR and EdTech roles. If you are looking for additional courage, confidence, and clarity about what roles you are qualified for outside of k-12 education, you will enjoy this episode!Are you a burnt out women in education ready for dir
026: How to Interview Like a Six-Figure EdTech Pro (Even if You're Still in the Classroom)
In this episode Jazmyne Dionne shares the biggest reason educators don’t land EdTech jobs — they don’t know how to interview for them.This isn’t a shame session. It’s a wake-up call and a hands-on lesson. Jazmyne walks you through what the EdTech interview process actually looks like, how to avoid common mistakes, and her exact EXPERT Interview Framework that helps clients land second-round inter
025: The Six-Figure Role Educators Overlook (But Shouldn’t)
What if the highest-paying, most flexible role for educators isn’t curriculum design or customer success—but sales? In this episode, Dr. Jazmyne Dionne shares how she started in EdTech sales, transitioned to customer success, and ultimately came back to sales for the income, impact, and ease. You’ll learn why this overlooked role could be your best move—and why it’s nothing like the pushy sales st
024: Burnt out educators, it's time for a pep talk
surprise bonus episode - It's time for a pep talk *kid president voice*Are you a burnt out women in education ready for direct coaching that actually gets you hired into an 100k EdTech Career in less than 90 days? click here to watch the replay for the Free Training: Don't Go Back to School in 2027Want to find out what’s blocking you from making 100k outside the classroom? Take the free quiz here
023: Three Ways to Step into your new role in EdTech with CONFIDENCE
In this episode you will learn the 3 things you need to not only land a role an interview or a role in Edtech, but how to confidently succeed and excel in EdTech Customer Success roles or as an Educational Sales Consultant. Learn how to increase your salary to 80-100k this year with your education experience alone!Are you a burnt out women in education ready for direct coaching that actually gets
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