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Pretty Rich Teacher

Pretty Rich Teacher

81 episodes — Page 1 of 2

081: Three Reasons to DIY your Career Transition vs Paying for Support

May 15, 202635 min

080: Pretty, Paid, and in Tech: Customer Success Panel with Former Educators

May 8, 20261h 35m

079: Pretty, Paid, and in Tech: From Teaching to Six-Figure EdTech Sales Careers Panel

May 1, 20261h 25m

078: How to Invest Thousands in your New Career on a Teacher Salary

Apr 24, 202646 min

077: The 7 Truths Transitioning Teachers Need to Hear to Leave the Classroom by August

Apr 17, 20261h 1m

076: How to Know If You Would Be a Good Fit for EdTech Customer Success or Sales as a Transitioning Teacher

If you're a teacher who knows you want to leave the classroom but feels stuck choosing between EdTech customer success or sales, this episode will help you get clear.In this episode, we break down the real difference between these two career paths so you can decide which one actually fits you. Not just what sounds good, but what aligns with how you like to work, communicate, and solve problems.You’ll hear what each role looks like day to day, how they overlap, and what kind of person tends to thrive in each.When you listen to this episode, you’ll walk away with:Clarity on whether customer success or sales is the better fit for youA deeper understanding of how each role actually functionsConfidence in choosing a direction instead of staying stuck between bothInsight into how your personality and preferences impact your successRelief from feeling like you have to pick blindlyA clearer sense of what your next step should beYou shouldn't guess your way into your next career. You need to understand it well enough to choose it.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Apr 10, 202640 min

075: What Roles You’re Actually Qualified for as a Teacher & How to Use Your Education Degree in Corporate

If you're a teacher who is wondering whether you would actually be a good fit to transition into corporate roles using your teaching background, this episode is for you.This episode is not about convincing you to leave. It is about helping you understand if this path makes sense for you and what it actually takes to succeed once you get there.When you listen to this episode, you’ll walk away with:A grounded understanding that your degree already qualifies you for corporate opportunitiesA shift from random job applying to a strategic career transition planA deeper belief that you are capable of succeeding outside the classroomA more honest way to approach burnout without ignoring it or rushing decisionsThe perspective that investing in yourself is part of building a different futureThis is about making a decision from clarity, not exhaustion.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Apr 3, 202658 min

074: 5 Reasons to not Feel Bad About Leaving your Teaching Career

If you're a teacher who feels guilty even thinking about leaving the classroom, this episode is going to challenge that belief in a real and honest way.In this episode, Jazmyne Dionne breaks down why so many teachers feel stuck between burnout and guilt. She reframes what it actually means to leave teaching and why it is not something you need to apologize for. Through a powerful comparison and grounded truth, you will start to see your situation with more clarity and less shame.When you listen to this episode, you’ll walk away with:A sense of relief around wanting something different for your lifePermission to stop over-explaining your desire to leaveClarity that your impact does not end when you leave the classroomConfidence that choosing yourself is not selfishA shift in how you view your career and your optionsYou have already given so much. This episode will help you see what it looks like to give something back to yourself.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Mar 27, 202625 min

073: How to Decide if you Should RENEW your Teaching Contract

If you're a teacher who is staring at your contract and feeling stuck between fear and possibility, this episode is for you.In this episode, Jazmyne Dionne walks you through how to actually make the decision to renew your teaching contract or not. Not from panic. Not from pressure. But from strategy, clarity, and self-trust. This is about understanding what the decision really means, and how to move in a way that protects your future.When you listen to this episode, you’ll walk away with:A grounded way to think about your contract decision without spiralingA mindset shift that helps you stop making decisions from fearA simple way to build belief in your ability to transition out of teachingA deeper understanding of why support and accountability change everythingConfidence to move at your own pace instead of rushing or forcing a timelineYou do not need to have everything figured out today. You just need to make your next decision from a place of clarity instead of fear. This episode will help you do exactly that.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Mar 20, 202633 min

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 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 interviewWhy knowing the job deeply is the foundation of a strong interviewJazmyne’s ACE method for answering interview questions clearly and confidentlyA mindset shift that helps you stop treating interviews like high-stakes pressure momentsHow to stand out from other candidates using individuality, contribution, and excellenceSimple ways to build rapport and break the ice with interviewersA practical approach to practicing interviews so you show up prepared, not nervousInterviewing 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Mar 13, 202630 min

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:Clarity on what might actually be blocking your interviewsA shift from feeling rejected to feeling responsible and empoweredA better understanding of what hiring managers are really looking forA more strategic way to approach applications and interviewsPermission 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Mar 6, 202647 min

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 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 respectfullyClarity on how preparation makes your exit smoother and less emotionalPeace knowing you can ensure your students are supported during the transitionPermission to prioritize your income and long term career growthA healthier mindset around maintaining relationships after you leaveLeaving 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Feb 27, 202627 min

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 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 yearPermission to be a beginner without feeling behindA reminder that asking for help is strategy, not weaknessThe belief that you can build a new career at any stageYou need a plan that builds capacity, not anxiety. Let’s get you transitioned the right way!Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Feb 20, 202634 min

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 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 otherPermission to stop settling just because something feels familiar or safeA new way to think about preparation instead of perfectionLanguage to ask for more without guilt or over-explainingA reminder that discomfort is not a red flag. It is often the doorwayValidation that wanting more does not make you ungrateful or unrealisticYou 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Feb 13, 20261h 18m

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 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 brokenClarity around why timelines often create more pressure than progressPermission to stop making delays mean failureA grounded way to think about investing in yourself without guiltA reminder that belief and emotional regulation matter as much as strategyA stronger connection to your why when motivation feels shakyYour transition is not late. It’s unfolding. This episode will help you stay steady while it does.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Feb 6, 202651 min

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 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 rolesClarity on why strategy matters more than motivationA grounded understanding of how confidence shows up in interviewsPermission to stop underselling your experienceA realistic picture of what the job search process requiresReassurance that taking your time does not mean you are behindValidation that your skills translate, even if the language is differentA calmer, more intentional way to think about your next moveThis is not about rushing your exit. It is about making a smart one.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jan 30, 202648 min

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 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 normalPermission to slow down and rebuild your sense of safetyA clearer understanding of how corporate work actually operatesConfidence navigating politics without losing yourselfAwareness of how to document your value without overworkingReassurance that your teacher skills absolutely transferA deeper trust that you are already successfulThis episode will help you settle into the freedom you worked so hard to create.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jan 23, 202633 min

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, 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jan 16, 202644 min

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 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 meansA sense of relief knowing you’re not “behind” or brokenPermission to stop waiting for confidence before you moveA deeper trust in yourself to figure things out as you goThe feeling of being grounded, steadied, and ready to keep goingIf 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jan 9, 20261h 3m

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 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 transitionA mindset shift that helps you stop waiting for certainty and start movingA stronger sense of personal responsibility and ownership over your next moveMore confidence navigating uncertainty without spiralingA renewed commitment to treating your transition as non-negotiableThere 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Dec 26, 202549 min

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 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 bothAre you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Dec 19, 20251h 3m

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 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Dec 12, 20251h 2m

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 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 offersThe mindset gap most transitioning teachers don’t even realize they haveThe real reason so many educators feel “stuck” even when they’re applyingWhy confidence, identity, and self-belief matter just as much as your resumeWhy setbacks don’t mean you’re unqualified — they mean you need a new strategyIf 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Dec 5, 20251h 20m

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 that helped Jada stop taking redirection personallyHow her CSM portfolio became her biggest advantage in interviewsThe simple structures she used to avoid burnout during her job searchWhat she did to stay grounded, positive, and focused through her transitionAnd the proof that you already have the skills — you just need the right strategy to make them stand outThis is a story that will make you feel capable, prepared, and ready to take your next step with confidence.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Nov 28, 202559 min

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 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 classroomThis episode is your permission slip to stop shrinking and start receiving.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Nov 21, 202557 min

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 actual job offers, not “great conversations.”In this episode, you’ll walk away with:A new perspective on “ghosting” that puts you back in controlThe real interviewing skills you need to developHow to stop personalizing recruiter silenceThe mindset + emotional regulation needed to stay consistent in your job searchPractical next steps to increase your job offersIf you enjoyed this episode, you’ll love: ✨ Episode 55: “Rejection Sensitivity” ✨ Episode 45: “How to Choose Freedom Over Fear”Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Nov 14, 202545 min

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 when you listen:Why rejection sensitivity shows up more for high-achieversHow to view redirection emails as part of your success dataThe role of belief and emotional regulation in your job searchHow tracking applications turns emotion into evidenceThe 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Oct 28, 202543 min

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 actionThe hidden cost of contracts and misplaced loyaltyHow to separate your identity from your job titleSteps to start marketing your skills while you’re still teachingWhy leaving a toxic environment is an act of self-respect and serviceAfter 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Oct 13, 202538 min

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 release anxietyWhy normalizing burnout keeps you stuckThe truth about your power to choose a peaceful careerHow to shift from “trapped” to “in control” through mindset workSimple ways to set boundaries and protect your peaceWhy your future self will thank you for choosing rest over worryAfter 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Oct 13, 202524 min

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

In this episode, Jazmyne speaks directly to veteran teachers who feel torn between loyalty and liberation. She opens up about her own journey, the burnout cycle that keeps seasoned educators stuck, and what it really means to choose freedom over fear. You’ll also learn her powerful H.E.A.L. framework to help you release guilt, rebuild identity, and rediscover who you are beyond the classroom.✨ You’ll learn:Why veteran teachers often feel trapped by a system that no longer serves themHow burnout can quietly become a lifestyle — and how to break the cycleWhat it means to honor your teaching experience without clinging to itThe four steps of the HEAL framework for moving forward with peaceHow to rebuild confidence and trust yourself againWhy choosing freedom doesn’t mean abandoning your callingAfter 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Oct 13, 202538 min

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 studentsWhy fear doesn’t mean stop — it means you’re growingThe truth about corporate life (it’s not as scary as it seems)How to trust yourself through uncertaintyA simple mindset shift to turn fear into forward motionAfter listenting you will learn that fear isn’t the enemy — it’s your invitation to grow.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Oct 13, 202543 min

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

In this episode of the Pretty Rich Teacher podcast, I’m revealing the five core skills that helped me — and my clients — land interviews and offers fast.If you’ve been stuck waiting for your “big break,” this is your wake-up call. Career transitions aren’t about luck — they’re about skills. And when you master these five, you’ll stand out instantly in the same job market that people claim to be "impossible to land a job in".You’ll learn how to:Develop career skills that make you an obvious hire — even without prior corporate experienceMarket yourself like a pro so your resume and LinkedIn actually get noticedSell your skills with confidence in interviews (no more underselling your experience)Network the right way — with genuine connections, not copy-paste DMsBuild the discipline and consistency that separate dreamers from doersI 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Oct 6, 202558 min

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

In this episode of the Pretty Rich Teacher podcast, I’m getting real about something I don’t think enough educators talk about — the moment I realized I couldn’t DIY my career transition anymore.If you’ve been grinding on applications, rewriting your resume 15 times, or feeling like “maybe it’s just not my time yet,” this one’s for you. I’m pulling back the curtain on why I decided to hire a career coach even after I thought I could do it all myself — and how that single decision changed everything about how I show up, sell my skills, and get paid what I’m worth.You’ll learn how to:Recognize when doing it alone is keeping you stuck in circlesShift 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 scamsMarket your transferable skills like a pro, even if you’ve never worked outside of educationReframe investing in a coach as the smartest (and fastest) way to make more moneyThis 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Oct 6, 202528 min

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

In this episode of the Pretty Rich Teacher podcast, we’re talking about one of the biggest mistakes I see teachers make when trying to pivot into EdTech or corporate...If you’ve been posting your job search struggles, over-sharing about burnout, or thinking you HAVE to post on LinkedIn every week to get hired, this episode is for you. I’m breaking down the difference between being an influencer and being a career seeker, and why mastering that difference could be the exact thing that helps you land a six-figure offer faster.You’ll learn how to:Position yourself as a career-ready professional — not a teacher trying to escape the classroomShift 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 managersAvoid the rookie mistakes that silently disqualify amazing educators every dayBy the end, you’ll know exactly how to use LinkedIn as your six-figure launchpad, not your diary.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Oct 6, 202540 min

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

I’m breaking down one of the biggest questions teachers ask when they’re ready to leave the classroom — “Should I hire a resume writer, work with a career coach, or just figure it out myself?”If you’ve been stuck updating your resume for weeks, scrolling job boards at midnight, or wondering what’s actually worth investing in — this episode is for you. I walk you through the real difference between DIY, resume writers, and career coaches, and how to know which one fits your stage of transition.You’ll learn how to:Define what you actually want in your next role (before you waste time applying to everything)Understand the job market and why EdTech and corporate roles are ideal for former educatorsMaster the mindset needed to make a real career pivot — not just another job searchSpot the difference between polished documents and a real job strategyDecide when it’s time to stop guessing and start getting professional guidancePlus, 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Oct 6, 202541 min

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

In this episode, Jazmyne sits down with her client Ashley, who shares her journey of transitioning from a 16-year career in education to landing her dream EdTech sales role.Ashley opens up about ending her contract without a job lined up and the moment she stopped obsessing over her timeline and started building the skills that would make her irresistible to hiring managers. Her story proves that even when the path gets messy, focusing on skills over timelines is what collapses the gap between where you are and where you want to be.✨ Here's what you'll walk away with when you listen:Why letting go of your timeline is the breakthrough you needThe power of lifetime access and coaching support in landing your offerNetworking and interviewing strategies that work for educatorsWhat to do when you hear "no" and why it doesn't mean stopHow to become the role before you land itWhether 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Sep 20, 202558 min

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

In this episode, Jazmyne discusses the importance of shifting into a victory mindset, particularly for women in education seeking to transition into six-figure careers.She introduces a powerful framework that reveals three roles we unconsciously play that keep us stuck—and how recognizing these patterns is the key to breaking free.✨ Here's what you'll walk away with when you listen:A transformational framework that reveals exactly how you're showing up in your transitionWhy "waiting for the right opportunity" is actually keeping you comfortable (not ready)How to step into a victory mindset through self-observation and awarenessThe power of radical ownership in accelerating your career transitionWhy embracing your power and privilege is the secret to your six-figure journeyIf 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Sep 20, 202520 min

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

In this week’s episode Funké shares how resilience, mentorship, and self-belief helped her navigate the messy middle of her career transition and step into a whole new chapter of life.As a veteran teacher, she could have told herself it was too late. She could have let interview fears and self-doubt keep her stuck. But instead, she chose to stay open—open to therapy, open to mentorship, and open to believing she was stronger than her fears.✨ Here’s what you’ll walk away with when you listen:Why showing up for yourself matters more than being “perfect”How resilience and therapy can move you through seasons of doubtWhy mentorship is a shortcut to confidence and clarityHow self-worth shifts everything about the way you interview and applyProof that it’s never too late to rewrite your storyFunké’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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Sep 20, 20251h 10m

043: How to become Classroom Optional

What does it actually mean to be classroom optional—and how do you get there for good?In this episode Jazmyne unpacks the two real reasons educators go back to the classroom after landing a corporate role: because they want to, or because they feel they have no other choice. While both are valid, Jazmyne reveals why the true goal is freedom—and that comes from being classroom optional.By the end of this episode, you’ll know exactly how to:Reframe the classroom as a choice rather than a fallback planBuild the skills that give you long-term security in corporate spacesLeverage your teaching experience as a superpower in interviews and rolesCreate 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 women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Sep 20, 202543 min

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

In this episode, Dr. Jazmyne sits down with Jasmine, a young teacher who chose to pivot after just two years in the classroom. Together, they explore what it means to walk away from teaching early in your career, how to navigate the fear of the unknown, and why mindset is the foundation for any big life change.Jasmine shares her journey of embracing discomfort, reframing negative thoughts through thought scripts, and learning to see feedback as a gift instead of criticism. She opens up about the duality of independence — how you can be strong and self-sufficient while also receiving help — and why gratitude has been key in softening the pressures of building a new career.By the end of this conversation, you’ll walk away with:A new perspective on fear and how to use it as fuel for growthThought scripts to reframe negative beliefs and boost confidenceA mindset shift that positions sales as an extension of teaching and connectionA reminder that asking for help is strength, not weaknessA practical way to use feedback and gratitude to accelerate personal growthThis episode is a must-listen for any teacher — whether you’re two years in or twenty — who’s ready to explore what’s possible beyond the classroom!Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Sep 19, 202554 min

041: How to Heal Timeline Heartbreak

In this episode of the Pretty Rich Teacher podcast, Dr. Jazmyne Dionne opens up about something so many high-achieving women feel but rarely say out loud: timeline heartbreak.If you’ve ever whispered to yourself, “I should be further along by now,” this episode is for you. If you’ve circled birthdays, school years, or New Year’s deadlines on your calendar and felt crushed when life didn’t match the plan — this episode is for you. If you’ve ever scrolled past someone else’s success and thought, “Why not me, yet?” this episode is for you.Jazmyne shares her own stories of chasing deadlines that didn’t pan out and the heartbreak that comes with it. But she also gives you the reframes you need:Why missing your “timeline” isn’t failure — it’s redirection.How to focus on building skills, not just chasing dates.Simple mindset shifts that will help you breathe easier when the clock doesn’t match your calling.Permission to stop hustling for someone else’s version of “on time” and start owning your own pace.Press play and let this conversation remind you: you are not behind. You’re right on time.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Sep 16, 202529 min

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

If you’ve ever thought about leaving the classroom, chances are this question has kept you up at night: “What happens to my retirement if I walk away?”You’re not alone—this is one of the most common (and confusing) fears teachers have when they’re ready to transition. And in this episode of the Pretty Rich Teacher podcast, I’m sitting down with my money coach, Aqura Nicholson, to break it all down.Whether you’re just a few years in or you’ve been teaching for over a decade, you’ll finally get straight answers to questions like:Do I lose my retirement if I leave teaching early?What does it really mean to be vested?How many years do I need before I keep my retirement benefits?Can I roll my teacher retirement account into something else?How do I make sure I don’t leave money on the table?💡 In this conversation, you’ll learn:✔️ The truth about vesting and eligibility (hint: it’s not “30 years or nothing”).✔️ Step-by-step options for reviewing your retirement account.✔️ What a rollover looks like and why it might benefit you.✔️ How to make smart, confident financial decisions when leaving education.And I’ll share exactly what I did with my teacher retirement when I left the classroom, so you can see what’s possible for you, too.By the end of this episode, you’ll walk away with clarity, confidence, and a plan to protect your money—so you can build the career (and life) you actually want.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Sep 12, 202541 min

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

In this special episode, Jazmyne pulls back the curtain on her private client podcast and shares one of the most powerful lessons from inside her coaching program. After studying the last 100 educators she’s worked with, she identified five key habits that consistently helped her clients transition out of teaching and land six-figure jobs in record time.You’ll learn:The mindset shift that separates those who decide to leave from those who stay stuck.Why “cleaning house” emotionally is the first step before updating a single resume.How making peace with money and timelines can help you move with confidence.The role of belief and self-trust in landing interviews.What it really takes to stop worrying about others’ opinions and claim your new career path.If you’ve been applying but not landing interviews—or you’re afraid you’ll be stuck in education forever—this episode will show you exactly what needs to shift.P.s. The EdTech Career Quiz is back with a free training, check it out here.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Sep 5, 202528 min

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

Whether you’re a single mom, a single woman, or someone who contributes to your household income, this episode will remind you on what is possible for you. Your responsibility to provide doesn’t have to hold you back — it can be the exact reason you move forward.In this episode I sit down with my client Sasha, a former educator who went from burnt-out, paycheck to paycheck teaching days, to thriving as a Customer Success Manager in EdTech making over 100K+ a year.What You’ll Learn in this Episode:✨ How Sasha made the leap from teaching to EdTech in just 2 months and promoted into an 100k+ role in less than a year as a single mom.✨ Why rejection and imposter syndrome don’t mean stop—they mean keep going.✨ How she stopped trying to do things herself and invest in mentorship to help her reach her goals faster.✨ Why financial hardship and single parenthood aren’t barriers—they’re the fuel for your next chapter.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Aug 29, 202553 min

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

Think you have to be someone else to land a six-figure job? Think again.In this episode of Pretty Rich Teacher, I sit down with my client Jazmin, who went from burnout after a decade in education to landing a six-figure sales role in just six weeks. Her secret? She stopped overthinking the “right” way to interview — and started owning her personality as her biggest advantage.Here’s what you’ll take away from this conversation:✨ Why your authentic personality matters more than rehearsed answers in interviews✨ How to shift from “performing” to connecting with hiring managers✨ The exact mindset shifts Jazmin made to move past self-doubt and land second round interviews quickly✨ How to position your skills so you’re seen as the obvious choice — even outside the classroom✨ Why embracing who you already are is the fastest path to financial freedom and career fulfillmentIf you’ve ever wondered whether you’re “enough” to land a six-figure role, this episode will show you that the key isn’t becoming someone else — it’s being yourself.🎧 Listen now to learn how your personality will get you PAID!Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Aug 22, 20251h 23m

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 wantSpot and overcome the challenges in your wayBuild unshakable confidence in your skillsTurn your teaching experience into a high-paying careerBy the end, you’ll know how to stop playing small, own your value, and take your first steps toward the income and career you deserve.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Aug 15, 202537 min

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 her trust the processWhy faith, hard work, and coaching made all the differenceHow she navigated a tougher interview process than teachingAnd how you can start creating your own success storyMake sure to share this episode with your teacher friends!Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Aug 8, 202551 min

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 you're still waiting for interviews or you've already landed one and feel anxious, this episode will give you the mindset shifts, prep strategies, and practical tools you need to stop guessing and start landing offers.TAKEAWAYS:Why teacher interviews and corporate interviews are nothing alikeWhat makes a successful interview in EdTech (hint: it's not classroom management)The 3 biggest preparation mistakes educators make—and how to avoid themWhy “winging it” or over-rehearsing can both cost you the jobHow to start preparing like a six-figure educator with confidenceThe single shift that separates those who hope to get hired from those who doAre you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Aug 1, 202545 min

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 built the confidence and skills to succeedWhat navigating divorce and life transitions taught meThe power of community and aligned connectionsWhy discomfort is necessary for real growthHabits my most successful clients consistently followEncouragement for starting your own six-figure journeyIt gets real in this episode!Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jul 25, 202535 min

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, transitions, and turning points)What actually helped me start earning more without another degreeHow to believe you're truly capable of making more moneyThe first steps to breaking out of burnout and building something betterHow to invest differently—and make that investment pay you back over and over againThis is for the woman who knows she's meant for more.Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM ESTMake sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)

Jul 22, 20251h 2m